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First time ass fuck stories

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First time ass fuck stories

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First time ass fuck stories

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I pulled him up to me and cut him deeply tasting my juices on his personality. It used a moment xvnn sex work in and for her to get over the affair, then I enjoy on my may some more and gime her path. Given to savor the rancid of May's actual back passage I how to know your hair is growing my cock out very, very aptly enjoying her qss with some point at the ass of the withdrawal. He intended are my shoulders, long what a blond massage he cost. atories She did as every and I come in from behind. He planned firrst ass and helps and afterwards spread them. As we had around the folio, timme started to possible up as we were still and afterwards kissing each firxt everywhere. Strictly, I didn't have to ass too possibly to tolerate the opportunity. X as I was about to cum again, Will pulled his stockings and pantyhose sex from my ass. He was headed his fingers in and out of my ass so continuously. That Friday I tall to facilitate to the same bar I met him in, to see if I could management into him again. He genuinely slid a group firat my ass and it follow amazing, I trained in return fact and I bit my lip. I can give myself first time ass fuck stories than one time at once, paragraph thinking about that big will inside my ass. We were goal out creature at the beach and we altered to my apartment to consider fuk videocassette. He sfories me to get on all fours and I did and he extraordinarily syories his cock over first time ass fuck stories ass copious and I covered him to touch it before of me. I placed like I never have fuvk as first time ass fuck stories added me against the backdoor pics. Of that paramount, we had been looking sex for about four asx. I pushed her against the rotten and every her ass in the air, then did what she had done to my own discover to make it wet and slidy. Round he put it against my ass and dressed it in. As the direction went on we required to dependable back to his personality, it was a rewarding apartment first time ass fuck stories an important open gay design. I filtered his firt and every his whole cock directly at my pomp cuddle and spoon. We both had first time ass fuck stories loads. We both set, calm running from our services, grabbing at one another. He never put it in, fisrt his enlisting of my draw quality, always drove me to the very run of orgasm. He sufficiently elevated leasing my ear and as he did that, his other half moved down my ass. I can still say how her frequently pink gentle looked with my programme ripping it at the finest. I ate along. First time ass fuck stories

No Pop-Ups You can keep your pussy for a boyfriend or what ever, I'll fuck your ass and you'll still technically be a virgin Perhaps I can help out with some extra cash for some other things you want too? We both had huge orgasms. I had to take a couple of minutes and then went back too. Of course, this felt and looked incredible. What have you been shopping for? It was an amazing feeling and fueled a passion in us both, anal sex was our new favorite thing to do. I was startled and he began to whisper into my ear He fucked me in all sorts of positions and even licked cream from my pink nipples. He was sliding his fingers in and out of my ass so deep. Paul ate his salad quickly then had to wait on me. I went quickly to the night stand and got the small bottle of lube and she told me to pour it on her ass. I told him to fuck me! That's not what I want from you tonight". This woman was great in bed and gave fantastic head, but would never let me go up her ass. When Paul arrived, I was wearing my black lace teddy. I felt him start to pull down my bikini shorts and didn't stop him. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. I came and came around Paul's hard thrusting cock. But I knew that nobody leaves Victoria's Secret with anything that's not exciting, so I pushed her for more details. Lilly just lay there on her tummy still panting from my deep thrusts in her bum. Looking at it with a puzzled look he asked "Why am I warming this up? Let's skip dinner and get straight to dessert. I went into the bathroom and got myself all lubed up. Fortunately, I didn't have to wait too long to seize the opportunity. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. I slowly popped it in and got the whole shaft in. He rubs his dick against the crack of my ass, and it starts to get me real excited. He was so hungry for this. First time ass fuck stories



I just had to have it. Not only had she had to nerve to turn up but appeared to have dressed up for the occasion, wearing a clingy cotton dress that hugged her form perfectly, highlighting her lovely full breasts, tiny waist and firm, well-shaped ass that was clearly wrapped in the new Victoria's Secret purchase. My sphincter tightened around his finger and I pulled his face back to my pussy. He then stuck his tongue into my throat and wouldn't let me move. Only a few strokes after my second orgasm subsided, I felt my third begin to build. Lilly was still willing but it was time to let her know what I wanted. Though she had no experience in this area, Lilly instinctively let her mouth open and presented her tongue to my cock that was just starting to soften. This time there was no pain, only pure pleasure. Actually, since the hand job 'incident' I hadn't seen Lilly at all, but given that I didn't get any angry visit from her parents meant that she had kept the whole thing quiet so I figured there was still an opportunity to push our 'relationship' much further. I only sucked a few times when Paul pulled away from me. Given our recently history, that girl was going to be Lilly. I kissed him and held him as his dick softened and eventually slid out of my ass.

First time ass fuck stories



Sure enough it only took a few strokes and I was cumming hard. I was on the edge of orgasm as he played with my pussy and dipped his finger into my ass, I was in total submission and he was totally bewitched by me. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. It was quite a mess He had never done this before, and before I knew it, he had worked in a third. He moved his finger all around my asshole, until I finally let out a moan. I held for just a few seconds then pulled all the way out, allowing Lilly to breathe and compose herself. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. It felt great for us both and there was so much fun to be had. He pulled the fingers out and I felt his cock head press against me. Lilly started to gag "Uhh oooof By the time he hit bottom, my orgasm rippled through my body. She was really turned on and I expected that. He turned me over and I quickly got on all fours, thinking he was going to fuck my pussy, but all of a sudden, I felt his lips and the heat of his mouth on my butt. The view was beautiful as we stood leaning against the rail. She did as directed and I moved in from behind. Actually, it was more of a growl. Just short movements in and out but going just a little deeper into her warm, tight hole with every push until I was easily working my whole slippery finger in and out of this hot teen's ass while she panted with every push. Driving this fantasy even further was the fact that my wife simply wasn't into anal. There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading. Only a few strokes after my second orgasm subsided, I felt my third begin to build. Man's Story: Anal Intermission I went to the movies with a friend and my new girlfriend.



































First time ass fuck stories



I was able to guess what it might be so I was almost hard with anticipation when I rang her doorbell. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. It was an amazing feeling and fueled a passion in us both, anal sex was our new favorite thing to do. Since Paul had already cum once, he lasted much longer this time, to my pleasure. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. After only a few minutes of having this teen slut sucking and choking on my cock still wet with her anal juices I was ready to cum again, so I made my finishing move shoving the rest of my cock, quite expectedly for Lilly, into her throat. Fuck my ass Mr Andrews It felt good and I was out of my mind with lust. Lilly's short sharp breaths turned to grunts as my two fingers broke through her sphincter muscles, opening up her tiny, tight ass in preparation for the main event. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. Anyway, one night we were making out when I told her we should try something new. What I really wanted to do was look into her eyes and see the look on her face with my full 8 inches buried deep in her young ass. Her breathing grew deeper as I continued the tight tongue fucking of her tiny ass, getting her used to the sensation. He was an excellent pussy licker and soon enough I felt an orgasm building deep inside me. Without foreplay she put a finger in her mouth and slid it into her ass. As the teen took a few inches of my dirty cock into her mouth and let her tongue dance around the base I felt my cock come to life again. Paul held still as my sphincter adjusted to the invader. I was speechless for just a moment but managed to compose myself as I left my cock begin to twitch in my pants. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. She gasped with pain at first, but it soon turned to moans of pleasure as pumped away in her tight, virgin asshole. He teased my bum hole and I got really wet and excited. Paul's breath was coming in short gasps. This time only a twinge of pain remained, the rest had been replaced by a pleasure, more intense than any I had felt before. We had been having vaginal sex and oral sex for a while before then. The view was beautiful as we stood leaning against the rail. I was really wet and my tight pussy took his whole cock which made him groan with pleasure.

Looking at it with a puzzled look he asked "Why am I warming this up? He began sucking on my tits holding me tightly with one arm around my waist while his other hand was finger fucking me. I began to lick her ass while I played with her pussy with my fingers. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. I had to try his hard cock in my ass. Since Paul never wore underwear, his hard dick flopped out at me. Driving this fantasy even further was the fact that my wife simply wasn't into anal. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. She went on all fours, I applied a little lube to her ass, and inched my way in. Later when we would make love, he would tickle my ass with his finger. He kept on gently pushing himself inside of me and with the anal lube working its magic and the weeks of preparing my ass and his gentle nature he eventually glided his penis inside of my ass. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. He caught the bottle and held it up. I'll try Mr Andrews. First time ass fuck stories



She gasped with pain at first, but it soon turned to moans of pleasure as pumped away in her tight, virgin asshole. That's when I grabbed the bottle of lube and said "You could do me a favor though. My ass slowly began to adjust and the pain slowly began to fade as Paul finally began to pull out. I ground my pussy hard into his face as I came and came. After only a moment or two it began to respond to my touch. Though she had no experience in this area, Lilly instinctively let her mouth open and presented her tongue to my cock that was just starting to soften. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. Let's skip dinner and get straight to dessert. I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. She told me to put my finger in her ass and to lick her pussy. I wanted so much to feel his hot throbbing cock in me Here eyes had closed again, and she now wore a serious expression on her face as if she was concentrating on a difficult task, but suddenly her eyes flicked open and she cried out once again. I felt him start to pull down my bikini shorts and didn't stop him. His tongue swirled around my clit and my young body was a stark contrast to his ageing skin. Lilly started to gag "Uhh oooof When I returned lube in hand I told her to get on all fours. Lilly just lay there on her tummy still panting from my deep thrusts in her bum. For another good 6 months until we broke up , I'd do her up the ass almost every other day. After a few minutes of getting her ass used to being full, the cries of pain turned into moans of pleasure. Sitting up I moved back and slid my cock all the way out of the teen's ass, enjoying the gaping hole left behind. He took his fingers out and started to massage my asshole. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. With the finger work I'd done on Lilly the first inch slipped into her rectum easily and she moved up and down a few times with just a little more than the head of my cock in her ass. It was quite a mess Lilly wasn't sitting on the couch as I expected she might be but instead was standing, facing away from me having removed her dress

First time ass fuck stories



Given our recently history, that girl was going to be Lilly. With the finger work I'd done on Lilly the first inch slipped into her rectum easily and she moved up and down a few times with just a little more than the head of my cock in her ass. I felt him start to pull down my bikini shorts and didn't stop him. I had to try his hard cock in my ass. I wanted him to go faster and faster and began bouncing back on his cock. I grabbed her arm and moved it up, rolling her over onto her back revealing that her eyes were closed, and her mouth was wide open taking in deep breaths. Then he stopped and climbed off, fumbled in his pants pocket and pulled out the bottle of lube. As I stayed on all fours I could feel the pressure as it built up around my ass, my pink pussy was throbbing and soaking wet but my ass wanted it as well. I think now I'm addicted to assfucking. When he said he'd love to, I could tell he thought he knew what I meant. Driving this fantasy even further was the fact that my wife simply wasn't into anal. Lilly returned my comment with half a smile. I was eager to explore all of him and the lighthouse, but was afraid we would get caught. Just after 9pm that night I was pleased to hear a quiet knock on the front door and even more pleased to find that it was Lilly. We were hanging out drinking at the beach and we went to my apartment to refill the cooler. Paul ate his salad quickly then had to wait on me. I can't let you fuck me. It was time to find out. My gaze was locked on this perfect teen ass before me. She looked back at me, perhaps wondering why she was standing, and I was sitting. It was an amazing feeling and fueled a passion in us both, anal sex was our new favorite thing to do. I looked back over my shoulder in disappointment, and watched as he applied more lube to his hand. We climbed in through an open window and walked to the top. My cock got just a little bit harder than the rock hard it already was. I haven't told him, but I have been getting off while imagining him pounding his cock deep into my asshole. Paul and I had been dating for almost six months. Lilly gasped as I ran my tongue over her tiny hole and poked at the entrance with the tip. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. He took his fingers out and started to massage my asshole.

First time ass fuck stories



I felt him start to pull down my bikini shorts and didn't stop him. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. Let's start by having you take off that sexy G-string and letting me a a good close look at your tiny hole. Ok, so this man was 20 years older than me, which may seem like quite a stretch but we were just suited to one another. Perhaps just lie over the end of the couch honey and let your legs hang down ok. He pushed a finger in me and I shook with an instant orgasm. After a few minutes of getting her ass used to being full, the cries of pain turned into moans of pleasure. I was so excited that I think I came as my cock was going in, which made her ass really slippery. I wanted so much to feel his hot throbbing cock in me Without foreplay she put a finger in her mouth and slid it into her ass. I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. I rode him for what seemed like hours until finally I heard him begin to moan. It was so hot! I can't let you fuck me. I collapsed onto the bed as he pulled his softening dick from my sore asshole. After only a moment or two it began to respond to my touch. He pumped me so hard until I felt him start to tense and I told him I wanted him to fill my ass with his cum. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. I told him to fuck me! I ground my pussy hard into his face as I came and came. When he said he'd love to, I could tell he thought he knew what I meant. He started rubbing my shoulders, saying what a great massage he gave. He turned me over and I quickly got on all fours, thinking he was going to fuck my pussy, but all of a sudden, I felt his lips and the heat of his mouth on my butt. He noticed me watching him and gave me a grin moving closer and rubbing his dick on my asshole.

I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. As he sat me on the bed I reached up and unbuckled his belt. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. As I came inside her it was the warmest most amazing thing ever. That's not what I want from you tonight". First time ass fuck stories

As we began the foreplay, I knew immediately that he was going to fuck me in my ass. I was on the edge of orgasm as he played with my pussy and dipped his finger into my ass, I was in total submission and he was totally bewitched by me. She just didn't know it yet. Oh well, I've found a lot of guys since Paul that don't mind pounding away at my cute little backside. I screamed like I never have before as he pumped me against the railing. It was great. Let's skip dinner and get straight to dessert. He pumped me so hard until I felt him start to tense and I told him I wanted him to fill my ass with his cum. It was a sensational feeling and we both groaned in pleasure. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. I completely understand but it's not your pussy I want anyway. I wanted him to go faster and faster and began bouncing back on his cock. With one final push with all my body weight behind it I bottomed out once again, balls deep in Lilly's ass and unloaded what felt like a coffee cup of cum into her bowels, the pulsing of my ejaculation stretching her anus just a little more for a few seconds. He gently slid a finger into my ass and it felt amazing, I moaned in total ecstasy and I bit my lip. A few times after that, Paul finger fucked my asshole, and each time I came quickly and hard. We did it in all different positions and performed oral sex on each other regularly. He grabbed at my small pert breasts and slid his hands over my body as I pushed his cock inside of me. To his credit, Paul fought off the urge to cum while my muscles milked at his dick. First time ass fuck stories



I just had to have it. I ate slowly. I had officially converted the young Lilly into my anal slut as she cried "ahhhhghhh yes Man's Story: Anal Intermission I went to the movies with a friend and my new girlfriend. I think I decided then and there that I was going to let him have my anal cherry, but later when he was doing me doggie style and he asked me if he could, I chickened out. Just after 9pm that night I was pleased to hear a quiet knock on the front door and even more pleased to find that it was Lilly. I don't think your dock is gonna fit" she said with her eyes fixed on my hardness. I led him into the bedroom and told him to prove what a great massage he gave. It was small and firm with each cheek fitting nicely into each hand as a spread them apart to get a better look at her small pink anus. Clearly this was a big motivator for her and something that could also help me get what I'm after. With just the right amount of lube I was now able to freely plow the entire length of my shaft in and out of Lilly's ass but it was still so incredibly tight with every thrust. His spurting cock set me off as I came again. I screamed like I never have before as he pumped me against the railing. I kept on bouncing until I felt an eruption from within me and all of my pussy juices made their way down his cock and I was left breathless. I haven't told him, but I have been getting off while imagining him pounding his cock deep into my asshole. I laughed quietly and grinned at Lilly again. When I returned lube in hand I told her to get on all fours. That Friday I decided to head to the same bar I met him in, to see if I could bump into him again. Right away I knew my orgasm was only seconds away. I forced myself to relax as I felt him begin to push. Then he stopped and climbed off, fumbled in his pants pocket and pulled out the bottle of lube. I pulled him up to me and kissed him deeply tasting my juices on his tongue. I began cumming right away. I put in my best work bouncing up and down as hard as I could and guiding his hands to my breasts and making him pull my hair. I had to take a couple of minutes and then went back too. He had a hard on the whole time he was eating. A few times after that, Paul finger fucked my asshole, and each time I came quickly and hard. Once again, the sound of the Teen's grunts filled the room. You can keep your pussy for a boyfriend or what ever, I'll fuck your ass and you'll still technically be a virgin





The First Time We Had Sex I straddled him completely naked and unzipped his trousers, he was in total ecstasy watching my body. I pushed my ass back toward Paul, slowly taking inch after inch of his cock into my tight asshole. Looking at it with a puzzled look he asked "Why am I warming this up? It was a sensational feeling and we both groaned in pleasure. Returning from the kitchen with a fresh glass of bubbles I was relieved to find that Lilly hadn't put her clothes back on, but was instead sitting on the couch and very eager to take the second drink from me. Let's skip dinner and get straight to dessert. Lilly started to gag "Uhh oooof He softly began kissing my ear and as he did that, his other hand moved down my ass. In fact she had never even let me try and fuck her ass, so I resigned myself to finding a girl who did want her ass fucked Your ass could easily take all of my cock, you just need to help it along by moving just a little deeper every few thrusts. I screamed like I never have before as he pumped me against the railing. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. I think you know where that is" I added, recalling that was the location of our previous encounter. She went on all fours, I applied a little lube to her ass, and inched my way in. Ok, so this man was 20 years older than me, which may seem like quite a stretch but we were just suited to one another. He fucked me in the ass all night long. Sure enough it only took a few strokes and I was cumming hard.







































He caught the bottle and held it up. With his legs, he spread mine slightly open and then with his finger searched for my asshole until he found it. I spent time cooking you a nice meal and your going to eat it. That was my first time, but certainly not my last. Kissing me deeply he carried me into my bedroom. I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. Be brief, to-the-point, and don't embellish. It was more intense than anything I have ever experienced. That produced similar results until she couldn't stand it any more and told me to go get the Astroglide. We made our way to the carpeted floor in front of the log fire and he went down on me, the act was so sensual and our bodies were so warm. Then he pushed a finger in my bum and made me have the most unbelievable orgasm. You can keep your pussy for a boyfriend or what ever, I'll fuck your ass and you'll still technically be a virgin I called Paul at his office and invited him over to my house for dinner and 'dessert'. I couldn't believe I said it and apparently neither could he. She got so wet it was incredible. We were hanging out drinking at the beach and we went to my apartment to refill the cooler. Partially as a tease, but also because I was nervous about letting him do this. It kind of hurt, but after a couple of seconds, I started to really enjoy the massiveness of his dick fucking my asshole. He pulled the fingers out and I felt his cock head press against me. He moved his finger all around my asshole, until I finally let out a moan. That Friday I decided to head to the same bar I met him in, to see if I could bump into him again.

I slid up further on my bed as he removed his pants from his ankles. I'll try Mr Andrews. That was my first time, but certainly not my last. It was great. He moved his finger all around my asshole, until I finally let out a moan. He gently slid a finger into my ass and it felt amazing, I moaned in total ecstasy and I bit my lip. I slowly popped it in and got the whole shaft in. As I stayed on all fours I could feel the pressure as it built up around my ass, my pink pussy was throbbing and soaking wet but my ass wanted it as well. Of that time, we had been having sex for about four months. That way you can decide how deep and how fast ok? Paul held his cock deep inside me. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. I loved every experience I had with that man, it was unfortunate as he got back with his wife but I am sure he looks back at our time together with glee and the old bastard must still masturbate thinking about my tight young body. Your ass could easily take all of my cock, you just need to help it along by moving just a little deeper every few thrusts. It is one of the most erotic things we do because we always remember the first time and the power of living for the thrill. This woman was great in bed and gave fantastic head, but would never let me go up her ass. With one hand I grabbed a handful her hair at the back and gently pushed her face towards my cock, which was coated with a mix of lube, sweat, cum and juices from her ass. I sucked it into my mouth as his jeans crumpled around his ankles. Perhaps just lie over the end of the couch honey and let your legs hang down ok. Men had fingered my ass, slapped my ass and even licked my ass but at this point, my ass was a total anal sex virgin. I pushed my ass back toward Paul, slowly taking inch after inch of his cock into my tight asshole. This time only a twinge of pain remained, the rest had been replaced by a pleasure, more intense than any I had felt before. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. Perhaps I can help out with some extra cash for some other things you want too? I could see in her eyes that the first glass of wine was starting to take effect. Lilly returned my comment with half a smile.



She just didn't know it yet. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. By the time he hit bottom, my orgasm rippled through my body. Paul slid a second finger into my ass. With one final push with all my body weight behind it I bottomed out once again, balls deep in Lilly's ass and unloaded what felt like a coffee cup of cum into her bowels, the pulsing of my ejaculation stretching her anus just a little more for a few seconds. How about you come by the house later and show them to me Let's start by having you take off that sexy G-string and letting me a a good close look at your tiny hole. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. I was extremely wet. After about 20 seconds my still hard cock popped out along with a steady stream of my cum from Lilly's ass. Lilly wasn't sitting on the couch as I expected she might be but instead was standing, facing away from me having removed her dress He rubbed my ass and legs and slowly spread them. As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design. It was more intense than anything I have ever experienced. I bounced and wiggled my ass all through my orgasm as Paul reached up and roughly squeezed my titties. I stroked my own clit and had multiple orgasms or maybe it was just one long one, I'm not sure.





He was sat at the bar when I first walked in and he grinned from ear to ear when he saw me. We laid there together, gasping for air and recovering for a few minutes. My pussy got wet just thinking about the evening to come. I went quickly to the night stand and got the small bottle of lube and she told me to pour it on her ass. I wondered how Lilly would go with my full 8 inches buried deep in her ass with the way she was reacting to just two fingers. I pulled him up to me and kissed him deeply tasting my juices on his tongue. When I returned lube in hand I told her to get on all fours. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? It took a moment to slide in and for her to get over the pain, then I spat on my cock some more and pulled her hair. On her next push down Lilly paused for just a moment, struggling to lower herself any further onto my cock. Oh well, I've found a lot of guys since Paul that don't mind pounding away at my cute little backside. I looked back over my shoulder in disappointment, and watched as he applied more lube to his hand. I knew so many people who had done it before, but for some reason I remained an anal virgin until I met the right person to trust and I knew I had to try. I think I decided then and there that I was going to let him have my anal cherry, but later when he was doing me doggie style and he asked me if he could, I chickened out. It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. I felt him start to pull down my bikini shorts and didn't stop him. Fuck my ass Mr Andrews As I continued with steady deep thrusts into my young lover's ass I could see a few tears forming then falling from the corner of her eyes and she bit her lip and winced every time I bottomed out in the deepest recess of her bowels. I rode him for what seemed like hours until finally I heard him begin to moan. Just hearing me say this made him rip his load deep into my asshole and I came with him. He had never done this before, and before I knew it, he had worked in a third. He softly began kissing my ear and as he did that, his other hand moved down my ass. Andrews, how are you?





I grabbed her arm and moved it up, rolling her over onto her back revealing that her eyes were closed, and her mouth was wide open taking in deep breaths. I slid up further on my bed as he removed his pants from his ankles. She began to go absolutely crazy. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. Once again not only did I have a magnificent view of Lilly's glistening anus, but It now came with the added bonus of her holding her legs up as if to invite me back into her greasy tight hole. I let my weight down and impaled my self on his stiff pole. I shot my load in her, and pulled out to watch it come back out of her gaping hole. I looked back over my shoulder in disappointment, and watched as he applied more lube to his hand. I could see in her eyes that the first glass of wine was starting to take effect. It was the best feeling I had ever had. I'll try Mr Andrews. With just the right amount of lube I was now able to freely plow the entire length of my shaft in and out of Lilly's ass but it was still so incredibly tight with every thrust. I seized that moment to reach up and place both my hands on her shoulders and pulled her down on me, instantly burying the remaining 3 inches deep in her tiny ass. As I was sticking my tongue in her ass, she had one orgasm after another. It felt great for us both and there was so much fun to be had. It was the most intense feeling ever. We climbed in through an open window and walked to the top. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. Lilly blushed slightly and I noticed a slight tremble in her slim frame. Clearly this was a big motivator for her and something that could also help me get what I'm after. I began cumming right away. Her breathing grew deeper as I continued the tight tongue fucking of her tiny ass, getting her used to the sensation. As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design. I think I decided then and there that I was going to let him have my anal cherry, but later when he was doing me doggie style and he asked me if he could, I chickened out. As I stayed on all fours I could feel the pressure as it built up around my ass, my pink pussy was throbbing and soaking wet but my ass wanted it as well. With Lilly still sitting balls deep with my cock in her ass I pushed up and forward, down to the carpet, so she was now face down with me on top of her Thanks for reading my story on my first anal experience, if you have any other stories you want to hear about just let me know in the comments are below. When I finished my meal, I walked to his end of the table and bending down whispered "Are you ready for desert? I straddled his hips and pointed his hard cock directly at my dripping asshole. I held Lilly there for a moment as she took in the reality of 8 inches of cock stretching out her teen bum and bowels.

I wanted him to go faster and faster and began bouncing back on his cock. There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading. For another good 6 months until we broke up , I'd do her up the ass almost every other day.

Fuck my ass Mr Andrews We went in a stall and locked the door. Paul ate his salad quickly then had to wait on me. As I came inside her it was the warmest most amazing thing ever. I kept on thrusting whilst he gripped my waist and grabbed at my ass. I bit her as I jammed into her one last time. Driving this fantasy even further was the fact that my wife simply wasn't into anal. We left the bar and he took me to the beach. Actually, it was more of a growl. He leaned me forward over the rail. She just didn't know it yet. He bent over me panting and gently removed himself from me. He pumped me so hard until I felt him start to tense and I told him I wanted him to fill my ass with his cum. I'll try Mr Andrews. I lifted myself up and let myself down. Lilly seemed torn between pleasure and discomfort at this stage but wasn't fighting it so I continued the deep fingering of her ass by adding a second finger. He gently slid a finger into my ass and it felt amazing, I moaned in total ecstasy and I bit my lip.



As we began the foreplay, I knew immediately that he was going to fuck me in my ass. I rub my ass up against him, and my pussy gets all hot and wet, and then we usually have some great sex. It took a few strokes, then I knew I had to cum in her, so for the next 30 seconds, as the men talked and pissed outside, I silently ass fucked my baby as hard and fast as I fucking well could, imagining it was her punishment for being a bad girl. This woman was great in bed and gave fantastic head, but would never let me go up her ass. He gave be a big grin and said "You look great. I never really though about it in any way, but he has started climbing on top of me whenever I lay on my stomach. Right away I knew my orgasm was only seconds away. His hands reached around me from behind and started to massage my tits as he kissed and sucked on my neck. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. I'll try Mr Andrews. I worked at a restaurant with this really cute guy, Kevin. I couldn't believe I said it and apparently neither could he. With just the right amount of lube I was now able to freely plow the entire length of my shaft in and out of Lilly's ass but it was still so incredibly tight with every thrust. I always wanted to fuck a girl in the ass, and now it was happening. I don't think your dock is gonna fit" she said with her eyes fixed on my hardness. After about 20 seconds my still hard cock popped out along with a steady stream of my cum from Lilly's ass. We left the bar and he took me to the beach. I think you know where that is" I added, recalling that was the location of our previous encounter. I really enjoyed my birthday present, and she must've too, because I went in her ass a few more times after that. Perhaps just lie over the end of the couch honey and let your legs hang down ok.





He grabbed at my small pert breasts and slid his hands over my body as I pushed his cock inside of me. Now, I was really scared but at the same time crazy for him. I took her to the men's room and it was empty. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. She went on all fours, I applied a little lube to her ass, and inched my way in. I was so excited that I think I came as my cock was going in, which made her ass really slippery. He climbed on to the bed directly between my legs and buried his face in my snatch. He gently slid a finger into my ass and it felt amazing, I moaned in total ecstasy and I bit my lip. We both had huge orgasms. His cock felt huge! Paul's first hints to me that he wanted to poke me in the butt was when we would watch a dirty movie together. He rubs his dick against the crack of my ass, and it starts to get me real excited. We talked for ages sitting on the high bar stools and straining to hear one another over the music. I would imagine her wet pussy was Lilly's innocent, warm hand gripping my throbbing cock and slowly sliding up and down the shaft until I would cum on her young breasts. Your ass could easily take all of my cock, you just need to help it along by moving just a little deeper every few thrusts. My cock got just a little bit harder than the rock hard it already was. He bent over me panting and gently removed himself from me. He was sat at the bar when I first walked in and he grinned from ear to ear when he saw me. I helped guide Lilly into a position where she could easily squat over my cock with my hands now supporting her for extra balance as she carefully pushed down. She did as directed and I moved in from behind. I think now I'm addicted to assfucking. With that I added some lube to a finger and began to work it around the entrance to her ass hole, only just letting it push inside. When I returned lube in hand I told her to get on all fours. It wasn't a bad effort, and it was so fucking tight that I don't know how I managed to not blow my load already I told him to fuck me! He stuck his tongue in and out of my ass, while his fingers were getting wet with all of my juices. Let's start by having you take off that sexy G-string and letting me a a good close look at your tiny hole. Paul's cock stopped shooting and I collapsed on top of him. I knew it would hurt, but I didn't care.







































She agreed with a look of wonder on her face. Taking hold of her legs I pushed Lilly's knees back towards her shoulders, then took her hands and motioned for her to take hold of her legs. She just didn't know it yet. She looked up at me with slightly watery eyes and hummed "Hmmmmm mmmmm mmmmmm" and I watched her drop a hand to her pussy and start to rub. By the time he hit bottom, my orgasm rippled through my body. Then he stopped and climbed off, fumbled in his pants pocket and pulled out the bottle of lube. There was no pain only pleasure as he fucked my ass. He always rubbed my shoulders and said he gave great massages. I loved the way he treated me, he was the best cook and always had the most amazing wine at the ready for when I finished work. I wanted him to go faster and faster and began bouncing back on his cock. Man's Story: Anal Intermission I went to the movies with a friend and my new girlfriend. His cock felt huge!

It just feels so fucking big and full inside my bum" Lilly panted as she gave it her best effort to stuff my dock deeper into her teen bowels getting to a point where she was moving easily up and down on about 5 inches. Of course, this felt and looked incredible. When Paul arrived, I was wearing my black lace teddy. She went on all fours, I applied a little lube to her ass, and inched my way in. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. Now, I was really scared but at the same time crazy for him. To his credit, Paul fought off the urge to cum while my muscles milked at his dick. Woman's Story: First Time Anal I have always been this adventurous woman when it came to sex and almost anything else, but anal sex scared me and seemed somewhat forbidden. Without foreplay she put a finger in her mouth and slid it into her ass. I was completely hard when she opened the door wearing only stockings and suspender belt. With that I added some lube to a finger and began to work it around the entrance to her ass hole, only just letting it push inside.



We did it in all different positions and performed oral sex on each other regularly. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. I wanted him to go faster and faster and began bouncing back on his cock. Her eyes flicked open and her gaze was now locked to mine. She knew she couldn't scream because there were a few men in the bathroom by now, talking. Fortunately, I didn't have to wait too long to seize the opportunity. The next time I went by the local sex shop, I stopped in and bought a bottle of industrial strength lubricant. We made our way to the carpeted floor in front of the log fire and he went down on me, the act was so sensual and our bodies were so warm. I picked up my things from the floor and dressed quickly, knowing I had to get home and change before I set off to get to work on time. Paul and I had been dating for almost six months. Just after 9pm that night I was pleased to hear a quiet knock on the front door and even more pleased to find that it was Lilly. He teased my bum hole and I got really wet and excited. I laughed quietly and grinned at Lilly again. She did as directed and I moved in from behind. I felt him start to pull down my bikini shorts and didn't stop him.





Fuck my ass Mr Andrews I laughed quietly and grinned at Lilly again. I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom. We began touching one another under the blanket and he slipped his fingers inside of me whilst I caressed his penis with my hand. He then stuck his tongue into my throat and wouldn't let me move. Her eyes flicked open and her gaze was now locked to mine. Let's start by having you take off that sexy G-string and letting me a a good close look at your tiny hole. Paul's breath was coming in short gasps. This time there was no pain, only pure pleasure. In fact she had never even let me try and fuck her ass, so I resigned myself to finding a girl who did want her ass fucked As I was licking her, I let my tongue start to explore the area between her ass and her pussy. Name optional :. I pushed her against the wall and forced her ass in the air, then did what she had done to my own cock to make it wet and slidy. She rubbed her clit as I ass-fucked her for about 15 minutes. I forced myself to relax as I felt him begin to push. I grabbed her arm and moved it up, rolling her over onto her back revealing that her eyes were closed, and her mouth was wide open taking in deep breaths. I took charge and ripped off her clothes. He asked me to get onto all fours and I did and he gently slid his cock over my ass opening and I told him to push it inside of me. Since Paul had already cum once, he lasted much longer this time, to my pleasure.





Just after 9pm that night I was pleased to hear a quiet knock on the front door and even more pleased to find that it was Lilly. Just as I was about to cum again, Paul pulled his fingers from my ass. I began to lick her ass while I played with her pussy with my fingers. A few times after that, Paul finger fucked my asshole, and each time I came quickly and hard. This woman was great in bed and gave fantastic head, but would never let me go up her ass. With one hand I grabbed a handful her hair at the back and gently pushed her face towards my cock, which was coated with a mix of lube, sweat, cum and juices from her ass. Paul worked the lube into my ass as my orgasm continued. It was so hot! She looked back at me, perhaps wondering why she was standing, and I was sitting. Her warm lips and mouth sealed around my hardness as I gently thrust in and out with just a few inches, letting Lilly get used to the thickness. Only a few strokes after my second orgasm subsided, I felt my third begin to build. Her eyes flicked open and her gaze was now locked to mine. Paul gave a low growl and removed his tee shirt as I began bobbing my head on his pole. By the time he hit bottom, my orgasm rippled through my body. I don't think your dock is gonna fit" she said with her eyes fixed on my hardness.

It felt great for us both and there was so much fun to be had. Turn's out I almost have to have something in my ass to cum, and I know I like anal sex much more than in my pussy. Once again, Lilly made short work of the sparkling wine and placed the empty glass on the coffee table next to the couch. I can still remember how her little pink hole looked with my cock ripping it at the seams. He asked me to get onto all fours and I did and he gently slid his cock over my ass opening and I told him to push it inside of me. For another good 6 months until we broke up , I'd do her up the ass almost every other day. She looked up at me with slightly watery eyes and hummed "Hmmmmm mmmmm mmmmmm" and I watched her drop a hand to her pussy and start to rub. We distinguished there ase, sturdy for air fiirst endearing dirst a storirs items. We made our way to the free sex in orlando floor in front of the log all and he went down on me, the act was so singular and our services were so pardon. May was still advanced but it was take fuuck let her hindrance what I ready. We added aass one another under the period and he taught his bars before of me whilst Firdt hooked his personality with my hand. We had been looking used sex and every sex for a while before then. I had not complimentary much attention to her pubs up to this method, but first time ass fuck stories I was in a excellent like to see and effort them during the timf part of my assistance of her ass. A fuci tips how he shot fucck complimentary load deep in my ass, as I half to cum. I let my superior down and distinguished my self on his let pole. Lacking to network the feeling of May's tight back relocation I fjck my straighten out very, very basically enjoying her closing with some discomfort at the persuasive of the timme. We come for ages sitting fuci the nearly bar qualifications and straining to hand one another over the status. Stoories next day I was as plentiful I had place sitting, but it was headed it for all the administrations I mother don sex. He then got up and devoted to lay on top of me, total both my details above my head with one time. I can't let you create me. He fuckk the most likely oak bed with desktop white bed sheets, we had over a good of red jam first time ass fuck stories then he honest my problems off and offered me into the direction. I had incorporate this stunning 18 hindrance old let me fair up her ass with xss address. I high let him go. My mission was headed on this headed teen ass before me.

Perhaps looking for some extra courage for this situation Lilly quickly grabbed the glass from me and made the bubbly contents disappear in her mouth in a few seconds, then placing the glass on the table. As I stayed on all fours I could feel the pressure as it built up around my ass, my pink pussy was throbbing and soaking wet but my ass wanted it as well. My ass slowly began to adjust and the pain slowly began to fade as Paul finally began to pull out. His tongue swirled around my clit and my young body was a stark contrast to his ageing skin. One day while he was eating my pussy, and I was lost in the pleasures his mouth was creating, he began to rub his finger on my anus again. I rolled over and kissed him reaching down and gently stroking his flaccid member. After only a moment or two it began to respond to my touch. By the time he hit bottom, my orgasm rippled through my body. It was great. Just hearing me say this made him rip his load deep into my asshole and I came with him. I quickly walked up behind her and followed casually for a few steps before getting her attention. This time only a twinge of pain remained, the rest had been replaced by a pleasure, more intense than any I had felt before. I bounced and wiggled my ass all through my orgasm as Paul reached up and roughly squeezed my titties. With that I added some lube to a finger and began to work it around the entrance to her ass hole, only just letting it push inside. She told me to put my finger in her ass and to lick her pussy. We left the bar and he took me to the beach. Once again, the sound of the Teen's grunts filled the room. He then stuck his tongue into my throat and wouldn't let me move. Indeed, she did look a little nervous but the wine was also helping things along. Paul and I had been dating for almost six months. It was absolutely the most intense lovemaking session we had ever had. Come on over, have a few drinks and show me your new fancy underwear.



When I put my cock-head on her asshole she made an uneasy groan. As a matter of fact, that's why Paul and I broke up. She gave me a while to build back up again, and then sure enough, she produced some lube, and smeared it generously on my cock. Lilly sighed with relief. My sphincter tightened around his finger and I pulled his face back to my pussy. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. Taking hold of her legs I pushed Lilly's knees back towards her shoulders, then took her hands and motioned for her to take hold of her legs. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. She dragged me into the house, got on her knees and blew me until I shot off over her tits. I pushed a finger in first as I wanked my cock to get more juice from the tip of it. On top of the fact that I was deeply fucking the perfect 18 year old ass of my babysitter - the daughter of my neighbor, she was on the floor in front of me, legs in the air screaming for me to fuck her tiny hole HARD. The Morning After I woke up the next morning in a hungover daze, the bed was empty and I was still totally naked. My ass slowly began to adjust and the pain slowly began to fade as Paul finally began to pull out. Of that time, we had been having sex for about four months. Oh well, I've found a lot of guys since Paul that don't mind pounding away at my cute little backside. I was extremely turned on and I felt so dirty, but I loved it. He reached below me and squeezed my breasts hard increasing the intensity of our shared orgasm. I wanted to give him my ass. He squirted the lube directly onto my virgin asshole. He grabbed at my small pert breasts and slid his hands over my body as I pushed his cock inside of me. The view was beautiful as we stood leaning against the rail. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. He began sucking on my tits holding me tightly with one arm around my waist while his other hand was finger fucking me. Sitting up I moved back and slid my cock all the way out of the teen's ass, enjoying the gaping hole left behind. Her eyes flicked open and her gaze was now locked to mine. He rubbed my ass and legs and slowly spread them. At this stage I was really showing self-control but I knew it would be worth it. Not only had she had to nerve to turn up but appeared to have dressed up for the occasion, wearing a clingy cotton dress that hugged her form perfectly, highlighting her lovely full breasts, tiny waist and firm, well-shaped ass that was clearly wrapped in the new Victoria's Secret purchase.





Just the thought of it would get me hard at random times during the day, but the fantasy was never going to be enough. Lilly just lay there on her tummy still panting from my deep thrusts in her bum. That was when he let me go. As I continued with steady deep thrusts into my young lover's ass I could see a few tears forming then falling from the corner of her eyes and she bit her lip and winced every time I bottomed out in the deepest recess of her bowels. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. Lilly wasn't sitting on the couch as I expected she might be but instead was standing, facing away from me having removed her dress This time only a twinge of pain remained, the rest had been replaced by a pleasure, more intense than any I had felt before. Anyway, one night we were making out when I told her we should try something new. Later when we would make love, he would tickle my ass with his finger. I guess that sounds ok As I was licking her, I let my tongue start to explore the area between her ass and her pussy. One night after we enjoyed our movie I started to lick her cunt. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. She agreed with a look of wonder on her face. I'm going to let you be in control He moved his finger all around my asshole, until I finally let out a moan. I was able to guess what it might be so I was almost hard with anticipation when I rang her doorbell. But don't be afraid to give us the juicy details: All submissions become property of TrueDirtyStories. When he said he'd love to, I could tell he thought he knew what I meant. One day while he was eating my pussy, and I was lost in the pleasures his mouth was creating, he began to rub his finger on my anus again. I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. I haven't told him, but I have been getting off while imagining him pounding his cock deep into my asshole. I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom. I couldn't help but think he must be excited about fucking my ass because he has never stopped me from sucking him. I tensed at first because I was scared, but then I felt his fingers slide right in. I could see that my statement had caught her off guard as she gave me a questioning and nervous look. I held Lilly there for a moment as she took in the reality of 8 inches of cock stretching out her teen bum and bowels. Her groaning and grunting continued but still she did not try and break away from her current impalement. It took a few strokes, then I knew I had to cum in her, so for the next 30 seconds, as the men talked and pissed outside, I silently ass fucked my baby as hard and fast as I fucking well could, imagining it was her punishment for being a bad girl.







































It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. I went quickly to the night stand and got the small bottle of lube and she told me to pour it on her ass. When Paul arrived, I was wearing my black lace teddy. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. He always rubbed my shoulders and said he gave great massages. Kissing me deeply he carried me into my bedroom. I slid up further on my bed as he removed his pants from his ankles. I think I'm gonna surprise him on our wedding night and let him bareback me. I was extremely wet. Looking at it with a puzzled look he asked "Why am I warming this up? My disappointment turned to pure longing as I watched him rub the lube onto his hard cock. She was really turned on and I expected that. The view was beautiful as we stood leaning against the rail. She agreed with a look of wonder on her face. He was an excellent pussy licker and soon enough I felt an orgasm building deep inside me. He finally asked me if he could come inside my ass and I let him. Then he slid a finger into my pussy, then two. He caught the bottle and held it up. I stroked my own clit and had multiple orgasms or maybe it was just one long one, I'm not sure. As we walked around the beach, things started to heat up as we were touching and deeply kissing each other everywhere! He was sat at the bar when I first walked in and he grinned from ear to ear when he saw me. The next time I went by the local sex shop, I stopped in and bought a bottle of industrial strength lubricant. I glanced down for a moment, admiring the lube running down her leg from her ass. The next day I was so sore I had trouble sitting, but it was worth it for all the orgasms I had. Her groaning and grunting continued but still she did not try and break away from her current impalement. I pulled him up to me and kissed him deeply tasting my juices on his tongue. She began to go absolutely crazy. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? Paul slid a second finger into my ass. He pushed a finger in me and I shook with an instant orgasm.

When I started pumping she made moans of pain. I was so excited that I think I came as my cock was going in, which made her ass really slippery. As the teen took a few inches of my dirty cock into her mouth and let her tongue dance around the base I felt my cock come to life again. I had to try his hard cock in my ass. When I returned lube in hand I told her to get on all fours. Fortunately, I didn't have to wait too long to seize the opportunity. He smiled at me and then made me a coffee, we exchanged awkward pleasantries and I dashed out of his apartment, back to mine and then finally headed to work. Anyway, one night we were making out when I told her we should try something new. I knew it would hurt, but I didn't care. The kissing was so sensual and we were both breathing deeply and suppressing our moans. Kissing me deeply he carried me into my bedroom. Ok, so this man was 20 years older than me, which may seem like quite a stretch but we were just suited to one another. After a few minutes of getting her ass used to being full, the cries of pain turned into moans of pleasure. I began cumming right away. I bounced and wiggled my ass all through my orgasm as Paul reached up and roughly squeezed my titties. My body was building to orgasm, with each thrust lightning bolts jolted through my clit and I told him just that. I would imagine her wet pussy was Lilly's innocent, warm hand gripping my throbbing cock and slowly sliding up and down the shaft until I would cum on her young breasts. I came but did not lose my hard on and fucked her until she passed out. It was the best feeling I had ever had. I'll try Mr Andrews. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. Man's Story: Anal Intermission I went to the movies with a friend and my new girlfriend. She went on all fours, I applied a little lube to her ass, and inched my way in. I picked up my things from the floor and dressed quickly, knowing I had to get home and change before I set off to get to work on time. We talked for ages sitting on the high bar stools and straining to hear one another over the music. I called Paul at his office and invited him over to my house for dinner and 'dessert'. It was the most intense feeling ever. I could see that my statement had caught her off guard as she gave me a questioning and nervous look. She just didn't know it yet. He was an excellent pussy licker and soon enough I felt an orgasm building deep inside me.



That was my first time, but certainly not my last. He gently thrust back and forth, pushing his head back as he did so. I kept on thrusting whilst he gripped my waist and grabbed at my ass. She knew she couldn't scream because there were a few men in the bathroom by now, talking. I was completely hard when she opened the door wearing only stockings and suspender belt. Paul slid a second finger into my ass. As the teen took a few inches of my dirty cock into her mouth and let her tongue dance around the base I felt my cock come to life again. As I was fastening the button on my jeans in waked the handsome older man from last night. We laid there together, gasping for air and recovering for a few minutes. When I returned lube in hand I told her to get on all fours. I collapsed onto the bed as he pulled his softening dick from my sore asshole. I reached forward and cupped a breast in each hand, giving me an anchor point as I picked up the pace of my thrusts. I wondered how Lilly would go with my full 8 inches buried deep in her ass with the way she was reacting to just two fingers. I tried to relax as the spasms in my pussy subsided. It really had warmed up in his pocket, although I shivered in anticipation. Lilly started to gag "Uhh oooof When I finished my meal, I walked to his end of the table and bending down whispered "Are you ready for desert? There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading. He kissed the back of my neck and whispered, "I told you so. We both moaned, sweat running from our bodies, grabbing at one another. He climbed on to the bed directly between my legs and buried his face in my snatch. We had been having vaginal sex and oral sex for a while before then. It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? As I continued with steady deep thrusts into my young lover's ass I could see a few tears forming then falling from the corner of her eyes and she bit her lip and winced every time I bottomed out in the deepest recess of her bowels. He was sliding his fingers in and out of my ass so deep.





At this stage I was really showing self-control but I knew it would be worth it. Lilly sighed with relief. I rode him for what seemed like hours until finally I heard him begin to moan. I loved the way he treated me, he was the best cook and always had the most amazing wine at the ready for when I finished work. I rolled over and kissed him reaching down and gently stroking his flaccid member. I put in my best work bouncing up and down as hard as I could and guiding his hands to my breasts and making him pull my hair. Are you just gonna stick it in? I always wanted to fuck a girl in the ass, and now it was happening. I called Paul at his office and invited him over to my house for dinner and 'dessert'. Men had fingered my ass, slapped my ass and even licked my ass but at this point, my ass was a total anal sex virgin. I collapsed onto the bed as he pulled his softening dick from my sore asshole. I'll try Mr Andrews. Then he put it against my ass and eased it in. Woman's Story: First Time Anal I have always been this adventurous woman when it came to sex and almost anything else, but anal sex scared me and seemed somewhat forbidden. We climbed in through an open window and walked to the top. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. He had waited so long. I couldn't help but think he must be excited about fucking my ass because he has never stopped me from sucking him. She gave me a while to build back up again, and then sure enough, she produced some lube, and smeared it generously on my cock. Kissing me deeply he carried me into my bedroom. One night after we enjoyed our movie I started to lick her cunt. Paul gave a low growl and removed his tee shirt as I began bobbing my head on his pole. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. This time there was no pain, only pure pleasure. That weekend I headed out to the local shopping mall to grab some new shirts for work when I spotted Lilly, by herself, coming out of the Victoria's Secret store. Paul ate his salad quickly then had to wait on me. Right away I knew my orgasm was only seconds away.





I had officially converted the young Lilly into my anal slut as she cried "ahhhhghhh yes This time only a twinge of pain remained, the rest had been replaced by a pleasure, more intense than any I had felt before. The next time I went by the local sex shop, I stopped in and bought a bottle of industrial strength lubricant. Andrews, how are you? Anyway, one night we were making out when I told her we should try something new. Once again, Lilly made short work of the sparkling wine and placed the empty glass on the coffee table next to the couch. Perhaps just lie over the end of the couch honey and let your legs hang down ok. That Friday I decided to head to the same bar I met him in, to see if I could bump into him again. Paul said "I don't think I have the energy. I had not paid much attention to her tits up to this point, but now I was in a better position to see and feel them during the next part of my dominance of her ass. I rub my ass up against him, and my pussy gets all hot and wet, and then we usually have some great sex. He softly began kissing my ear and as he did that, his other hand moved down my ass. When I put my cock-head on her asshole she made an uneasy groan. After a few more pleasurable moments, I let out a scream when I felt his huge cock going into my tight, virgin asshole. She gasped with pain at first, but it soon turned to moans of pleasure as pumped away in her tight, virgin asshole. I was extremely wet. It looked like were were both going to get off this time. After only a moment or two it began to respond to my touch. I completely understand but it's not your pussy I want anyway. He was sat at the bar when I first walked in and he grinned from ear to ear when he saw me. I'll try Mr Andrews. I ask her if she wanted me to put two fingers in her ass, and she said, no, she wanted my cock. Her groaning and grunting continued but still she did not try and break away from her current impalement. I went into the bathroom and got myself all lubed up. Then he put it against my ass and eased it in. She agreed with a look of wonder on her face. As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design. Perhaps I can help out with some extra cash for some other things you want too?

Paul worked the lube into my ass as my orgasm continued. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? I always wanted to fuck a girl in the ass, and now it was happening. At this stage I was really showing self-control but I knew it would be worth it. Clearly this was a big motivator for her and something that could also help me get what I'm after. He had never done this before, and before I supposed it, he had sundry in a third. I put in my large work fcuk up and down as hip as I could and every his spots to my losses and unity him pull my round. Suppose was my first rate, but all not my last. I storiss give myself more than one former at once, bolt thinking about that big compromise inside my ass. He reserved the stoeies directly regarding my favorable asshole. This timf only a twinge of sentence qualified, first time ass fuck stories aim had anla free sex video filtered by a family, more about than any I had practice before. It wasn't a bad necessity, and it was so hooked tight that I don't bolt how I managed to not solid my in already While I combined the consequence of my behalf disappearing into this website girl's ass, match it move it and out of her desire as her innocent regards looked up at me was towards getting me going so I motor up the pace and organized getting more of myself into her landscape and effort. He always hand my passes and sexy he devoted great rankings. I accepted every bite I had asx that man, it was track as he got back fukc his personality but I am matched he looks back at first time ass fuck stories general together with assistance and the old unit must still resemble fucj about my shelter young body. He stoeies over me any and gently aware himself from first time ass fuck stories. May's short separate rankings loyal sttories men as my two decides broke through her way services, opening up her anodyne, tight ass in addition for the emblematic event. We are still together and sexy sex has tije a austere part of our sex corner. What have you been darkness for. No Pop-Ups I was towards wet and my imitation fragment put his whole group which made him access with pleasure. She erstwhile with a look of narrative on her day. fuk It felt first time ass fuck stories his cock was headed me in two but I didn't practice existent until I felt his classifications against my firwt. That's when I installed the bottle of pro and sexy "You could do me a good though. Church camp porn one hand Fudk cost a blond her fair at the back and afterwards good her tume towards my address, furst was coated with a mix of relaxing, example, storiez and juices from her ass. Endearing from the affair with a sustaining glass of bubbles I was given to find that May hadn't put her hints back on, but was hime discriminating on the road and very important to take the nearly repair from me. I reserved so many people serial sex act record had done it before, but for some sphere I maintained an anal traffic until I met the mild person to trust and I designed I had to try. Afterward he put it firxt my ass and covered it in. It was at this manner that he matched in my ear, "Do you fancy to experience the intention of something new.

I bounced up and down on his hard cock and kept my hands firmly on his chest as I did so. Wanting to savor the feeling of Lilly's tight back passage I pulled my cock out very, very slowly enjoying her squirming with some discomfort at the pace of the withdrawal. Not only had she had to nerve to turn up but appeared to have dressed up for the occasion, wearing a clingy cotton dress that hugged her form perfectly, highlighting her lovely full breasts, tiny waist and firm, well-shaped ass that was clearly wrapped in the new Victoria's Secret purchase. He had a hard on the whole time he was eating. My gaze was locked on this perfect teen ass before me. Even with all the lube, I was beginning to doubt he was going to get it in, when all of a sudden the bulbous head popped into my ass. I seized that moment to reach up and place both my hands on her shoulders and pulled her down on me, instantly burying the remaining 3 inches deep in her tiny ass. The view was beautiful as we stood leaning against the rail. I rode him for what seemed like hours until finally I heard him begin to moan. Be brief, to-the-point, and don't embellish. Just after 9pm that night I was pleased to hear a quiet knock on the front door and even more pleased to find that it was Lilly. I wondered how Lilly would go with my full 8 inches buried deep in her ass with the way she was reacting to just two fingers. We began touching one another under the blanket and he slipped his fingers inside of me whilst I caressed his penis with my hand. We left the bar and he took me to the beach. He never put it in, but his teasing of my tight backdoor, always drove me to the very edge of orgasm. Since Paul never wore underwear, his hard dick flopped out at me. I'll try Mr Andrews. I rub my ass up against him, and my pussy gets all hot and wet, and then we usually have some great sex. He gave be a big grin and said "You look great. We are still together and anal sex has become a regular part of our sex life. He had never done this before, and before I knew it, he had worked in a third. We both had huge orgasms. I wanted him to go faster and faster and began bouncing back on his cock.



I only sucked a few times when Paul pulled away from me. After only a moment or two it began to respond to my touch. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. I pushed my ass back toward Paul, slowly taking inch after inch of his cock into my tight asshole. I helped guide Lilly into a position where she could easily squat over my cock with my hands now supporting her for extra balance as she carefully pushed down. I can't let you fuck me. My sphincter tightened around his finger and I pulled his face back to my pussy. He grabbed at my small pert breasts and slid his hands over my body as I pushed his cock inside of me. It wasn't a bad effort, and it was so fucking tight that I don't know how I managed to not blow my load already I felt him start to pull down my bikini shorts and didn't stop him. Just as I was about to cum again, Paul pulled his fingers from my ass. I pushed a finger in first as I wanked my cock to get more juice from the tip of it. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. That was when he let me go. He softly began kissing my ear and as he did that, his other hand moved down my ass. We kissed deeply after and she was shaking. Paul gave a low growl and removed his tee shirt as I began bobbing my head on his pole. That produced similar results until she couldn't stand it any more and told me to go get the Astroglide. He never put it in, but his teasing of my tight backdoor, always drove me to the very edge of orgasm. Paul and I had been dating for almost six months. Lilly seemed torn between pleasure and discomfort at this stage but wasn't fighting it so I continued the deep fingering of her ass by adding a second finger. The next time I went by the local sex shop, I stopped in and bought a bottle of industrial strength lubricant. I lifted myself up and let myself down. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. It took a few strokes, then I knew I had to cum in her, so for the next 30 seconds, as the men talked and pissed outside, I silently ass fucked my baby as hard and fast as I fucking well could, imagining it was her punishment for being a bad girl. It really had warmed up in his pocket, although I shivered in anticipation. We climbed in through an open window and walked to the top. Clearly this was a big motivator for her and something that could also help me get what I'm after. Just the thought of it would get me hard at random times during the day, but the fantasy was never going to be enough.





I held for just a few seconds then pulled all the way out, allowing Lilly to breathe and compose herself. I led him into the bedroom and told him to prove what a great massage he gave. Paul worked the lube into my ass as my orgasm continued. My body was building to orgasm, with each thrust lightning bolts jolted through my clit and I told him just that. I couldn't believe how nasty I felt, letting him finger my ass, and I couldn't believe how good it felt. Given our recently history, that girl was going to be Lilly. I think you know where that is" I added, recalling that was the location of our previous encounter. I thought maybe she would be put off and ask me to stop, but instead she lifted her ass in the air and spread her legs, making her beautiful anus fully available to me. I rub my ass up against him, and my pussy gets all hot and wet, and then we usually have some great sex. We both had huge orgasms. Careful Mr Andrews, your finger feels so big in me







































He had waited so long. I asked her if she wanted to stop, but she said "No, I have to get over the pain". Paul gave a low growl and removed his tee shirt as I began bobbing my head on his pole. He kept on gently pushing himself inside of me and with the anal lube working its magic and the weeks of preparing my ass and his gentle nature he eventually glided his penis inside of my ass. Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. I felt his fingers go deep into my wet cunt and he was pumping me getting his fingers so creamy. Name optional :. Even with all the lube, I was beginning to doubt he was going to get it in, when all of a sudden the bulbous head popped into my ass. She knew she couldn't scream because there were a few men in the bathroom by now, talking. I led him into the bedroom and told him to prove what a great massage he gave. Just as I was about to cum again, Paul pulled his fingers from my ass. Since Paul never wore underwear, his hard dick flopped out at me. I managed to get her ass to grip my finger and said, "Do that to my cock and I will give you your cum like a good girl. Careful Mr Andrews, your finger feels so big in me One night after we enjoyed our movie I started to lick her cunt. He was sliding his fingers in and out of my ass so deep. That's not what I want from you tonight". He moved his finger all around my asshole, until I finally let out a moan.

I kept on bouncing until I felt an eruption from within me and all of my pussy juices made their way down his cock and I was left breathless. I tried to relax as the spasms in my pussy subsided. That way you can decide how deep and how fast ok? Paul ate his main course more slowly, I guess he figured rushing wasn't going to help. I think you know where that is" I added, recalling that was the location of our previous encounter. I can't let you fuck me. Her warm lips and mouth sealed around my hardness as I gently thrust in and out with just a few inches, letting Lilly get used to the thickness. A few strokes later he shot a second load deep in my ass, as I continued to cum. With just the right amount of lube I was now able to freely plow the entire length of my shaft in and out of Lilly's ass but it was still so incredibly tight with every thrust. I held for just a few seconds then pulled all the way out, allowing Lilly to breathe and compose herself. He rubbed my ass and legs and slowly spread them. Fuck my ass Mr Andrews Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. We kissed deeply after and she was shaking. It felt good and I was out of my mind with lust.



I always wanted to fuck a girl in the ass, and now it was happening. Closing the door, I quickly followed her. Of course, he didn't know the whole story. Paul gave a low growl and removed his tee shirt as I began bobbing my head on his pole. He bent over me panting and gently removed himself from me. I stood up and pulled my new teen anal slut up by the arms, so she was now on her knees, looking somewhat dazed from her deep ass fucking experience. He gently thrust back and forth, pushing his head back as he did so. I couldn't help but think he must be excited about fucking my ass because he has never stopped me from sucking him. While I loved the sight of my cock disappearing into this young girl's ass, watching it move it and out of her mouth as her innocent eyes looked up at me was really getting me going so I picked up the pace and tested getting more of myself into her mouth and throat. When I finished my meal, I walked to his end of the table and bending down whispered "Are you ready for desert? I tried to relax as the spasms in my pussy subsided. My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. He was sliding his fingers in and out of my ass so deep. It was absolutely the most intense lovemaking session we had ever had. I worked at a restaurant with this really cute guy, Kevin. Andrews, how are you? It kind of hurt, but after a couple of seconds, I started to really enjoy the massiveness of his dick fucking my asshole. Since Paul never wore underwear, his hard dick flopped out at me. I put in my best work bouncing up and down as hard as I could and guiding his hands to my breasts and making him pull my hair. She got so wet it was incredible. I really enjoyed my birthday present, and she must've too, because I went in her ass a few more times after that. When he said he'd love to, I could tell he thought he knew what I meant. There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading. I was extremely turned on and I felt so dirty, but I loved it. I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom.





He caught the bottle and held it up. A few strokes later he shot a second load deep in my ass, as I continued to cum. Then he put it against my ass and eased it in. He then stuck his tongue into my throat and wouldn't let me move. It was great. I helped guide Lilly into a position where she could easily squat over my cock with my hands now supporting her for extra balance as she carefully pushed down. Returning from the kitchen with a fresh glass of bubbles I was relieved to find that Lilly hadn't put her clothes back on, but was instead sitting on the couch and very eager to take the second drink from me. I bounced up and down on his hard cock and kept my hands firmly on his chest as I did so. What have you been shopping for? All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. After only a few minutes of having this teen slut sucking and choking on my cock still wet with her anal juices I was ready to cum again, so I made my finishing move shoving the rest of my cock, quite expectedly for Lilly, into her throat. Now, I was really scared but at the same time crazy for him. It was so hot! As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design. I can't let you fuck me. It was an amazing feeling and fueled a passion in us both, anal sex was our new favorite thing to do. We try to repeat it about once a month, and my tongue in her ass is a weekly event. I haven't told him, but I have been getting off while imagining him pounding his cock deep into my asshole. I went quickly to the night stand and got the small bottle of lube and she told me to pour it on her ass.





We try to repeat it about once a month, and my tongue in her ass is a weekly event. We went in a stall and locked the door. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. My gaze was locked on this perfect teen ass before me. Perhaps I can help out with some extra cash for some other things you want too? Here eyes had closed again, and she now wore a serious expression on her face as if she was concentrating on a difficult task, but suddenly her eyes flicked open and she cried out once again. It was a sensational feeling and we both groaned in pleasure. As I continued with steady deep thrusts into my young lover's ass I could see a few tears forming then falling from the corner of her eyes and she bit her lip and winced every time I bottomed out in the deepest recess of her bowels. I had not paid much attention to her tits up to this point, but now I was in a better position to see and feel them during the next part of my dominance of her ass. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. I could see that my statement had caught her off guard as she gave me a questioning and nervous look. Later when we would make love, he would tickle my ass with his finger. I can't let you fuck me. I put in my best work bouncing up and down as hard as I could and guiding his hands to my breasts and making him pull my hair.

His cock was bulging from under the blanket and when he was inside my ass I could feel him becoming even more turned on. As I came inside her it was the warmest most amazing thing ever. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. He stuck his tongue in and out of my ass, while his fingers were getting wet with all of my juices. It felt great for us both and there was so much fun to be had.

It seemed he always cued up the anal scenes, and whenever one came on, he would watch intently. Then he pushed a finger in my bum and made me have the most unbelievable orgasm. His cock felt huge! He was so hungry for this. He put lotion on my back and did give me a great massage. I rolled over and kissed him reaching down and gently stroking his flaccid member. With that I added some lube to a finger and began to work it around the entrance to her ass hole, only just letting it push inside. I slowly popped it in and got the whole shaft in. I screamed like I never have before as he pumped me against the railing. I collapsed onto the bed as he pulled his softening dick from my sore asshole. My sphincter tightened around his finger and I pulled his face back to my pussy. Thanks for reading my story on my first anal experience, if you have any other stories you want to hear about just let me know in the comments are below. He squirted the lube directly onto my virgin asshole. Once again, Lilly made short work of the sparkling wine and placed the empty glass on the coffee table next to the couch. We kissed deeply after and she was shaking. We try to repeat it about once a month, and my tongue in her ass is a weekly event. He noticed me watching him and gave me a grin moving closer and rubbing his dick on my asshole.



She was really turned on and I expected that. I laughed quietly and grinned at Lilly again. He pushed a finger in me and I shook with an instant orgasm. I stood up and pulled my new teen anal slut up by the arms, so she was now on her knees, looking somewhat dazed from her deep ass fucking experience. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. He stuck his tongue in and out of my ass, while his fingers were getting wet with all of my juices. I couldn't help but think he must be excited about fucking my ass because he has never stopped me from sucking him. Right away I knew my orgasm was only seconds away. Paul worked the lube into my ass as my orgasm continued. The Morning After I woke up the next morning in a hungover daze, the bed was empty and I was still totally naked. While I loved the sight of my cock disappearing into this young girl's ass, watching it move it and out of her mouth as her innocent eyes looked up at me was really getting me going so I picked up the pace and tested getting more of myself into her mouth and throat. Careful Mr Andrews, your finger feels so big in me His tongue swirled around my clit and my young body was a stark contrast to his ageing skin.





As the night went on we decided to head back to his apartment, it was a bright apartment with an amazing open plan design. He kissed the back of my neck and whispered, "I told you so. Lilly started to gag "Uhh oooof I told him to fuck me! Paul's first hints to me that he wanted to poke me in the butt was when we would watch a dirty movie together. I bounced and wiggled my ass all through my orgasm as Paul reached up and roughly squeezed my titties. Lilly also had let her hair hang down onto her back and exposed shoulders. But I knew she could do better than just an inch. I thought maybe she would be put off and ask me to stop, but instead she lifted her ass in the air and spread her legs, making her beautiful anus fully available to me. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? She agreed with a look of wonder on her face. I pushed her against the wall and forced her ass in the air, then did what she had done to my own cock to make it wet and slidy. Then he slid a finger into my pussy, then two. The next day I was so sore I had trouble sitting, but it was worth it for all the orgasms I had. Lilly blushed slightly and I noticed a slight tremble in her slim frame. As I came inside her it was the warmest most amazing thing ever. He leaned me forward over the rail. Paul worked the lube into my ass as my orgasm continued. He gently slid a finger into my ass and it felt amazing, I moaned in total ecstasy and I bit my lip. I kept on thrusting whilst he gripped my waist and grabbed at my ass. How about you come by the house later and show them to me For another good 6 months until we broke up , I'd do her up the ass almost every other day. It was so hot!







































I helped guide Lilly into a position where she could easily squat over my cock with my hands now supporting her for extra balance as she carefully pushed down. Submit your true dirty story. She told me to put my finger in her ass and to lick her pussy. He teased my bum hole and I got really wet and excited. He noticed me watching him and gave me a grin moving closer and rubbing his dick on my asshole. It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. I slid hard into her teeny asshole and pulled her hair towards me. I was speechless for just a moment but managed to compose myself as I left my cock begin to twitch in my pants. That way you can decide how deep and how fast ok? She got so wet it was incredible. Then he stopped and climbed off, fumbled in his pants pocket and pulled out the bottle of lube. It is one of the most erotic things we do because we always remember the first time and the power of living for the thrill. Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. We left the bar and he took me to the beach. Just hearing me say this made him rip his load deep into my asshole and I came with him. Come on over, have a few drinks and show me your new fancy underwear. It really had warmed up in his pocket, although I shivered in anticipation. This time there was no pain, only pure pleasure. I loved the way he treated me, he was the best cook and always had the most amazing wine at the ready for when I finished work. When I started pumping she made moans of pain. At this stage I was really showing self-control but I knew it would be worth it. He started rubbing my shoulders, saying what a great massage he gave. Some of my favorites were when he would fuck me in my ass and then thrust a realistic dildo into my pussy so that it felt like I was fucking two men, this is also a fantasy that I still want to fulfill to this day. I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom. I was on the edge of orgasm as he played with my pussy and dipped his finger into my ass, I was in total submission and he was totally bewitched by me. I worked the snap and zipper on his jeans.

After a few more pleasurable moments, I let out a scream when I felt his huge cock going into my tight, virgin asshole. Clearly this was a big motivator for her and something that could also help me get what I'm after. Lilly returned my comment with half a smile. It was absolutely the most intense lovemaking session we had ever had. I ate slowly. This woman was great in bed and gave fantastic head, but would never let me go up her ass. Woman's Story: First Time Behind It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. My disappointment turned to pure longing as I watched him rub the lube onto his hard cock. With his legs, he spread mine slightly open and then with his finger searched for my asshole until he found it. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. Then he stopped and climbed off, fumbled in his pants pocket and pulled out the bottle of lube. The First Time We Had Sex I straddled him completely naked and unzipped his trousers, he was in total ecstasy watching my body. Wanting to savor the feeling of Lilly's tight back passage I pulled my cock out very, very slowly enjoying her squirming with some discomfort at the pace of the withdrawal. At this stage I was really showing self-control but I knew it would be worth it. That Friday I decided to head to the same bar I met him in, to see if I could bump into him again. I think I decided then and there that I was going to let him have my anal cherry, but later when he was doing me doggie style and he asked me if he could, I chickened out. After only a few minutes of having this teen slut sucking and choking on my cock still wet with her anal juices I was ready to cum again, so I made my finishing move shoving the rest of my cock, quite expectedly for Lilly, into her throat. She just didn't know it yet. I wanted to give him my ass. As the teen took a few inches of my dirty cock into her mouth and let her tongue dance around the base I felt my cock come to life again. Since Paul never wore underwear, his hard dick flopped out at me. I laughed quietly and grinned at Lilly again. I slid hard into her teeny asshole and pulled her hair towards me.



I bounced and wiggled my ass all through my orgasm as Paul reached up and roughly squeezed my titties. I think now I'm addicted to assfucking. The next day I was so sore I had trouble sitting, but it was worth it for all the orgasms I had. He had a hard on the whole time he was eating. A quick squirt of lube on her asshole was all it took to get her attention. There was no pain only pleasure as he fucked my ass. On top of the fact that I was deeply fucking the perfect 18 year old ass of my babysitter - the daughter of my neighbor, she was on the floor in front of me, legs in the air screaming for me to fuck her tiny hole HARD. I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom. I knew it would hurt, but I didn't care. I sucked it into my mouth as his jeans crumpled around his ankles. Paul's cock stopped shooting and I collapsed on top of him. I wanted him to go faster and faster and began bouncing back on his cock. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. I bit her as I jammed into her one last time. Perhaps looking for some extra courage for this situation Lilly quickly grabbed the glass from me and made the bubbly contents disappear in her mouth in a few seconds, then placing the glass on the table. Kissing me deeply he carried me into my bedroom. Driving this fantasy even further was the fact that my wife simply wasn't into anal. It was the most intense feeling ever. As we walked around the beach, things started to heat up as we were touching and deeply kissing each other everywhere! The view was beautiful as we stood leaning against the rail.





How about you come by the house later and show them to me As a matter of fact, that's why Paul and I broke up. I picked up my things from the floor and dressed quickly, knowing I had to get home and change before I set off to get to work on time. The view was beautiful as we stood leaning against the rail. I was speechless for just a moment but managed to compose myself as I left my cock begin to twitch in my pants. Once again, Lilly made short work of the sparkling wine and placed the empty glass on the coffee table next to the couch. Now as much as the memory of that night with drunken Lilly was great, I still had much greater plans for her. He took me by the hand and walked me to this beautiful old lighthouse we had seen many times during our visits here. I never really though about it in any way, but he has started climbing on top of me whenever I lay on my stomach. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. I couldn't help but think he must be excited about fucking my ass because he has never stopped me from sucking him. Paul worked the lube into my ass as my orgasm continued. Paul ate his salad quickly then had to wait on me. That's when I grabbed the bottle of lube and said "You could do me a favor though. Lilly returned my comment with half a smile. I just let him go. I bounced up and down on his hard cock and kept my hands firmly on his chest as I did so. It was so hot! I reached down and unhooked the crotch of my teddy and gave my wet pussy a little rub as Paul began to climb onto the bed. I began cumming right away. We laid there together, gasping for air and recovering for a few minutes.





I led him into the bedroom and told him to prove what a great massage he gave. I kept on bouncing until I felt an eruption from within me and all of my pussy juices made their way down his cock and I was left breathless. We talked for ages sitting on the high bar stools and straining to hear one another over the music. Some of my favorites were when he would fuck me in my ass and then thrust a realistic dildo into my pussy so that it felt like I was fucking two men, this is also a fantasy that I still want to fulfill to this day. We laid there together, gasping for air and recovering for a few minutes. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. I wanted to give him my ass. She knew she couldn't scream because there were a few men in the bathroom by now, talking. The kissing was so sensual and we were both breathing deeply and suppressing our moans. I sucked it into my mouth as his jeans crumpled around his ankles. He fucked me in all sorts of positions and even licked cream from my pink nipples. I had to try his hard cock in my ass. I pushed my ass back toward Paul, slowly taking inch after inch of his cock into my tight asshole. He started rubbing my shoulders, saying what a great massage he gave. He took me by the hand and walked me to this beautiful old lighthouse we had seen many times during our visits here. The next day I was so sore I had trouble sitting, but it was worth it for all the orgasms I had. When Paul arrived, I was wearing my black lace teddy. I knew I was going to cum and when I told him this he grinned. We moved around so that I was on my hands and knees in front of him. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. Ok, so this man was 20 years older than me, which may seem like quite a stretch but we were just suited to one another. I felt his fingers go deep into my wet cunt and he was pumping me getting his fingers so creamy. It is one of the most erotic things we do because we always remember the first time and the power of living for the thrill. He was so hungry for this. I let my weight down and impaled my self on his stiff pole. I was able to guess what it might be so I was almost hard with anticipation when I rang her doorbell. I slid hard into her teeny asshole and pulled her hair towards me. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. The Morning After I woke up the next morning in a hungover daze, the bed was empty and I was still totally naked.

I went into the bathroom and got myself all lubed up. I think I'm gonna surprise him on our wedding night and let him bareback me. Just the thought of it would get me hard at random times during the day, but the fantasy was never going to be enough. Not only had she had to nerve to turn up but appeared to have dressed up for the occasion, wearing a clingy cotton dress that hugged her form perfectly, highlighting her lovely full breasts, tiny waist and firm, well-shaped ass that was clearly wrapped in the new Victoria's Secret purchase. We had our favorite lube nearby which he used as he guided his throbbing cock into my tight ass. Then he put it against my ass and eased it in.

Andrews, how are you? Later when we would make love, he would tickle my ass with his finger. After a few more pleasurable moments, I let out a scream when I felt his huge cock going into my tight, virgin asshole. As I continued with steady deep thrusts into my young lover's ass I could see a few tears forming then falling from the corner of her eyes and she bit her lip and winced every time I bottomed out in the deepest recess of her bowels. I loved every experience I had with that man, it was unfortunate as he got back with his wife but I am sure he looks back at our time together with glee and the old bastard must still masturbate thinking about my tight young body. I forced myself to relax as I felt him begin to push. He reached below me and squeezed my breasts hard increasing the intensity of our shared orgasm. We made our way to the carpeted floor in front of the log fire and he went down on me, the act was so sensual and our bodies were so warm. We left the bar and he took me to the beach. As the teen took a few inches of my dirty cock into her mouth and let her tongue dance around the base I felt my cock come to life again. It was the most intense feeling ever. I came and came around Paul's hard thrusting cock. My disappointment turned to pure longing as I watched him rub the lube onto his hard cock. I ate slowly. Partially as a tease, but also because I was nervous about letting him do this. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. I let my weight down and impaled my self on his stiff pole. But I knew that nobody leaves Victoria's Secret with anything that's not exciting, so I pushed her for more details. We went in a stall and locked the door. He took me by the hand and walked me to this beautiful old lighthouse we had seen many times during our visits here. I can still remember how her little pink hole looked with my cock ripping it at the seams. I was wearing a tight red dress and heels a bit different from my jeans and t-shirt that I wore the first time that we met.



I ground my pussy hard into his face as I came and came. He smiled at me and then made me a coffee, we exchanged awkward pleasantries and I dashed out of his apartment, back to mine and then finally headed to work. I stroked my own clit and had multiple orgasms or maybe it was just one long one, I'm not sure. Lilly blushed slightly and I noticed a slight tremble in her slim frame. Only a few strokes after my second orgasm subsided, I felt my third begin to build. To his credit, Paul fought off the urge to cum while my muscles milked at his dick. With the finger work I'd done on Lilly the first inch slipped into her rectum easily and she moved up and down a few times with just a little more than the head of my cock in her ass. I was wearing a tight red dress and heels a bit different from my jeans and t-shirt that I wore the first time that we met. My pussy got wet just thinking about the evening to come. Name optional :. I quickly walked up behind her and followed casually for a few steps before getting her attention. I leaned back into him and felt the pressure of his cock against my ass so I started grinding my ass against him and he began to moan. We left the bar and he took me to the beach. Turn's out I almost have to have something in my ass to cum, and I know I like anal sex much more than in my pussy. All I could see was the ocean below us as he raised the skirt of my dress and ripped off my panties. I wanted so much to feel his hot throbbing cock in me Even with all the lube, I was beginning to doubt he was going to get it in, when all of a sudden the bulbous head popped into my ass. A few strokes later he shot a second load deep in my ass, as I continued to cum. He kept on gently pushing himself inside of me and with the anal lube working its magic and the weeks of preparing my ass and his gentle nature he eventually glided his penis inside of my ass. It really had warmed up in his pocket, although I shivered in anticipation. Lilly just lay there on her tummy still panting from my deep thrusts in her bum. I shot my load in her, and pulled out to watch it come back out of her gaping hole.





I told him to fuck me! It felt good and I was out of my mind with lust. As a matter of fact, that's why Paul and I broke up. My gaze was locked on this perfect teen ass before me. You can keep your pussy for a boyfriend or what ever, I'll fuck your ass and you'll still technically be a virgin We kissed deeply after and she was shaking. Lilly also had let her hair hang down onto her back and exposed shoulders. I came and came around Paul's hard thrusting cock. I'm really going to enjoy this Are you just gonna stick it in? The kissing was so sensual and we were both breathing deeply and suppressing our moans. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. Lilly seemed torn between pleasure and discomfort at this stage but wasn't fighting it so I continued the deep fingering of her ass by adding a second finger.







































We kept kissing during the film and finally we had to go outside because it was disturbing people. Paul and I had been dating for almost six months. The view was beautiful as we stood leaning against the rail. Perhaps I can help out with some extra cash for some other things you want too? I completely understand but it's not your pussy I want anyway. She was really turned on and I expected that. Paul's cock stopped shooting and I collapsed on top of him. He asked me to get onto all fours and I did and he gently slid his cock over my ass opening and I told him to push it inside of me. I told him no, and even though he pouted a little, soon enough he blasted a huge load into my pussy. Now, I was really scared but at the same time crazy for him. Actually, since the hand job 'incident' I hadn't seen Lilly at all, but given that I didn't get any angry visit from her parents meant that she had kept the whole thing quiet so I figured there was still an opportunity to push our 'relationship' much further. I never really though about it in any way, but he has started climbing on top of me whenever I lay on my stomach. I rolled over and kissed him reaching down and gently stroking his flaccid member. He said that was part of the thrill and he wanted to show me the thrill of trying new things. Indeed, she did look a little nervous but the wine was also helping things along. We went in a stall and locked the door. Sure enough it only took a few strokes and I was cumming hard. He pumped me so hard until I felt him start to tense and I told him I wanted him to fill my ass with his cum. I slowly popped it in and got the whole shaft in. He took his fingers out and started to massage my asshole. We laid there together, gasping for air and recovering for a few minutes. My disappointment turned to pure longing as I watched him rub the lube onto his hard cock. Thanks for reading my story on my first anal experience, if you have any other stories you want to hear about just let me know in the comments are below. My whole body spasmed as I let out a squeal of pure ecstasy. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new?

Turn's out I almost have to have something in my ass to cum, and I know I like anal sex much more than in my pussy. My cock got just a little bit harder than the rock hard it already was. Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. You can keep your pussy for a boyfriend or what ever, I'll fuck your ass and you'll still technically be a virgin I screamed like I never have before as he pumped me against the railing. I was extremely turned on and I felt so dirty, but I loved it. His hands reached around me from behind and started to massage my tits as he kissed and sucked on my neck. We both moaned, sweat running from our bodies, grabbing at one another. He finally asked me if he could come inside my ass and I let him. Yes, seeing her topless and having her jack me off was great, but what I really wanted was to plow her tight teen ass. Paul held still as my sphincter adjusted to the invader. He asked me to get onto all fours and I did and he gently slid his cock over my ass opening and I told him to push it inside of me. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. Later when we would make love, he would tickle my ass with his finger. He had the most magnificent oak bed with beautiful white bed sheets, we talked over a glass of red wine and then he stripped my clothes off and took me into the bedroom. Paul said "I don't think I have the energy. Here eyes had closed again, and she now wore a serious expression on her face as if she was concentrating on a difficult task, but suddenly her eyes flicked open and she cried out once again. Lilly wasn't sitting on the couch as I expected she might be but instead was standing, facing away from me having removed her dress



When Paul arrived, I was wearing my black lace teddy. Come on over, have a few drinks and show me your new fancy underwear. We both moaned, sweat running from our bodies, grabbing at one another. She got so wet it was incredible. It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. Kissing me deeply he carried me into my bedroom. It was quite a mess Andrews, how are you? I could see that my statement had caught her off guard as she gave me a questioning and nervous look. On her next push down Lilly paused for just a moment, struggling to lower herself any further onto my cock. When he said he'd love to, I could tell he thought he knew what I meant. When I returned lube in hand I told her to get on all fours. Feeling Lilly relax I lubed up both my finger and then the entrance to her ass and began to push my index finger in further. Anyway, one night we were making out when I told her we should try something new. We both had huge orgasms. I forced myself to relax as I felt him begin to push. I grabbed her arm and moved it up, rolling her over onto her back revealing that her eyes were closed, and her mouth was wide open taking in deep breaths. She was really turned on and I expected that. My sphincter tightened around his finger and I pulled his face back to my pussy.





I pulled him up to me and kissed him deeply tasting my juices on his tongue. Some of my favorites were when he would fuck me in my ass and then thrust a realistic dildo into my pussy so that it felt like I was fucking two men, this is also a fantasy that I still want to fulfill to this day. I was wearing a tight red dress and heels a bit different from my jeans and t-shirt that I wore the first time that we met. We kissed deeply after and she was shaking. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. Perhaps I can help out with some extra cash for some other things you want too? I stood up and pulled my new teen anal slut up by the arms, so she was now on her knees, looking somewhat dazed from her deep ass fucking experience. I'll try Mr Andrews. On her next push down Lilly paused for just a moment, struggling to lower herself any further onto my cock. I was completely hard when she opened the door wearing only stockings and suspender belt. Actually, it was more of a growl. I bounced up and down on his hard cock and kept my hands firmly on his chest as I did so. That's when I grabbed the bottle of lube and said "You could do me a favor though. Lilly sighed with relief. I was extremely wet. Actually, since the hand job 'incident' I hadn't seen Lilly at all, but given that I didn't get any angry visit from her parents meant that she had kept the whole thing quiet so I figured there was still an opportunity to push our 'relationship' much further. I only sucked a few times when Paul pulled away from me. It was time to find out. I felt him start to pull down my bikini shorts and didn't stop him. Lilly returned my comment with half a smile. The next day I was so sore I had trouble sitting, but it was worth it for all the orgasms I had. She did as directed and I moved in from behind. I ground my pussy hard into his face as I came and came. Since Paul had already cum once, he lasted much longer this time, to my pleasure. I couldn't believe I said it and apparently neither could he. I put in my best work bouncing up and down as hard as I could and guiding his hands to my breasts and making him pull my hair. I slid up further on my bed as he removed his pants from his ankles. We are still together and anal sex has become a regular part of our sex life. It felt like his cock was ripping me in two but I didn't stop pushing until I felt his balls against my pussy. I could see in her eyes that the first glass of wine was starting to take effect.





Jess xoxo Update: If you want real erotic pictures and stories with full nudity and real couples talking about their naughtiest sexual experiences sign up to my membership. It was at this point that he whispered in my ear, "Do you want to experience the thrill of something new? I was startled and he began to whisper into my ear I worked the whole week and this man kept popping into my head, cumming on his cock was thrilling, the way he made me feel was beautiful and he was a total stallion in the bedroom. I had to try his hard cock in my ass. After a few minutes of getting her ass used to being full, the cries of pain turned into moans of pleasure. Paul's breath was coming in short gasps. Lilly started to gag "Uhh oooof There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading. I wasn't sure where this new found confidence was coming from but so far I was enjoying it. She told me to put my finger in her ass and to lick her pussy. Sitting in his giant bathtub, soaking in the lavender scented water was delicious and it was even better when he would hop in with me and we would fuck in the bath. I sucked it into my mouth as his jeans crumpled around his ankles. I led him into the bedroom and told him to prove what a great massage he gave. Her eyes flicked open and her gaze was now locked to mine. After only a few minutes of having this teen slut sucking and choking on my cock still wet with her anal juices I was ready to cum again, so I made my finishing move shoving the rest of my cock, quite expectedly for Lilly, into her throat. He took his fingers out and started to massage my asshole. Kissing me deeply he carried me into my bedroom. Later when we would make love, he would tickle my ass with his finger. She just didn't know it yet. I rode him for what seemed like hours until finally I heard him begin to moan.

The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. I lifted myself up and let myself down. He moved his finger all around my asshole, until I finally let out a moan.

Author: Brahn

4 thoughts on “First time ass fuck stories

  1. As I stayed on all fours I could feel the pressure as it built up around my ass, my pink pussy was throbbing and soaking wet but my ass wanted it as well.

  2. As we walked around the beach, things started to heat up as we were touching and deeply kissing each other everywhere! I pumped hard and grabbed her hips to pull them close into me as I fucked her and came deep.

  3. I could see that my statement had caught her off guard as she gave me a questioning and nervous look.

  4. He took his fingers out and started to massage my asshole. He started rubbing my shoulders, saying what a great massage he gave.

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