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862 stories · Page 37

I begged my married FWB to come over today just to suck his cock

I just really wanted it today, really bad. I woke up craving it and I had to have a cock in my mouth. I begged my FWB to come over, he kept telling me he couldn't. He was with his wife and getting ready for people to come over for the super bowl. I kept begging him and finally he agreed. He snuck out and came to my apartment. I answered the door for him naked, and started blowing him as soon as he sat down. I sucked him slow, I licked every inch of him, I sucked both his balls, and it was so satisfying. I woke up so hungry for cock, that when I finally had it in my mouth I got so horny. I started touching myself and teasing my pussy while sucking him. It was so good. He tasted so good and I wanted his cum more than anything. His first load I swallowed, but I had to have more. It tasted so good, and his cock felt so amazing filling my mouth I couldn't stop. I kept sucking him and fingering myself. When he had to cum a second time he stood over me and jerked himself off while I masturbat

First Date Anal with Tinder Hookup

I met a guy from Tinder a few years ago. We were smoking and chilling and just having a good time. He offered to give me a massage, and of course I said yes. He was rubbing my back, shoulders and arms for a while. It felt amazing but it was making me so horny. He would get so close to my boobs and then pull away. I was crawling out of my skin from the tease. I finally begged him to please just touch my boobs and he kind of laughed and kept doing what he was doing. Finally he touched my tits and my ass but was teasing my legs and not touching my pussy. I was literally trying to angle my body in a way that he would touch, but he didn’t. He was making me beg for it and he was getting so hard watching me squirm. We were fooling around and I sucked his dick, when I asked him to fuck me, we both realized we didn’t have condoms. He came in my mouth instead. By this point it was almost 3 AM and I ended up sleeping over. In the morning I was pushing my ass on his dick. We ended up being so

Surprise anal

So I woke up around 3am and couldn’t get back to sleep. I was looking at my phone when my wife realised I was awake. She asked if I was ok, I said I was just couldn’t get back to sleep. About 10 minutes later I hear her disturb again, suddenly she’s grabbing my cock and kissing me. I felt her reach for some lube and then her slippery hands are stroking me hard and fast. She said to put my hand out, she squirted some lube onto my fingers and asked me to finger her ass. I duly obliged. After a few minutes she said she desperately needs to feel my cock in her ass. So she lays on her back, legs in the air and guided me in slowly. God I love her ass, she’s so tight. I love looking her in the eye as my cock slides in. That mixture of pleasure and pain drives me wild. I started pumping her ass slowly, easing her open. She’s got her vibrator on her clit and is moaning, telling me to fuck her ass harder. I speed up, slamming my cock in and out of her asshole. She starts to come. Her as

Playtime at the Beach with my Girlfriend and Her Friend (Part I)

My girlfriend Lisa and I decided we wanted a beach weekend away from the university we were at and so booked a hotel for a Saturday night right on the beach in a sleepy Florida town. It was very early in the season so it was still pretty dead in terms of the number of people around and the hotels were very cheap. Lisa had a good friend Gina she hadn't see in a couple years who was living not far from the beach town, and she asked if she could invite her along to hang out so they could catch up. I said "Yeah, absolutely she can come!" maybe a bit too excitedly. She shot me a look as I knew Gina too, as we all graduated from the same high school. She had been a year behind us in school, so Lisa had a big sister kind of relationship with her. Gina had always been very friendly and playful with me, but it didn't come off as flirtation, and as I was dating Lisa I don't think either of us took it seriously. Lisa glared at me, knowing what I was probably thinking, and said exasperatedly "

I accidently turned an IG Model into an Escort

I'm at the age where all my friends are getting engaged and married. Hey, happy for them. But as a single guy, it kind of stinks when you go to the wedding, stag. And when you are constantly being asked, hey when are you going to settle down? I'm sure I'll do so eventually, but just focusing on my career and honestly... I'm having tons of fun being single. There was one wedding, where I honestly just didn't feel like going single. Plus weddings are more fun when you have a date to hang and dance with. Normally I'd ask one of my platonic female friends, but the schedules didn't line up. So one random night, I was on IG, and I just said to myself, why the fuck not. Let me ask one of these models if they would be interested in being my wedding date. So I shot my shot. Nothing to lose here. So I DMed one (let's call her Kate) that I'd been following, and introduced myself and just asked. I wasn't looking to hook up or do any creepy funny business with. Very professionally

Wearing a bikini and taking a younger guy's anal virginity

Last summer, I went out to a bar with some friends, and wound up going home with a younger guy. I was 29 at the time, and dancing with my friends when he came up and started dancing with me. One thing led to another, and pretty soon we were all over each other. He suggested we get out of there, and I asked him where he lived. He was close by, but when he mentioned his roommate being home I stopped him and said we're going to my place. We had sex a few times, and I learned his name is Justin, he was 24 and had recently moved to this city after finishing grad school. I got his number, and we started hooking up on most weekends. A few weeks later, Justin texted me to ask if I wanted to come over to his place, since his roommate was out of town. He suggested going to the pool at his apartment complex, since it had been super hot lately. I wore this cute white bikini and a mesh coverup. I'm about 5'3" and a little curvy, with light brown hair and C-cup boobs. I had been running a lot latel

Flirting with a tourist on the beach leads to her hole getting plugged on the side of the road

This story takes place a few years ago in a pre-pandemic world. I don't remember the dialogue perfectly and have embellished just a few details to make it hotter, but this is very much a true story at heart. I grew up on a Pacific island, but one of the poorer ones with little in the way of tourist infrastructure. There were always people from out of town stopping by, but they were usually either U.S. military or middle-aged white guys looking for a new surf spot. Thus, it was quite the surprise one day when I showed up to my favorite beach after work, and lounging in the fading afternoon sun was a gorgeous redhead. She literally stuck out like a diamond, as her skin was a milky pale white, dozens of shades lighter than anyone else on the beach. Her hair was long and curly, and it almost looked ablaze in the soft afternoon glow. It had been an overcast morning, so the beach was mostly empty. I laid my towel not far from hers; honestly, all I wanted to do was stare at her body. At

She (F18) wanted to give me (M18) the college experience (Part II)

Emily and I snuck back into her dorm room, shivering from the rain freezing to our exposed skin in the November air. We changed into more comfortable clothes as quiet as possible, doing our best to not wake up her tight-ass roommate. In our drunken state though, we stumbled into each other a couple times, giggling to ourselves, eager to put our hands on one another's body in various states of undress. Mary tossed and turned violently, huffing her breath, obviously awake but too passive-aggressive in the early hours of the morning to bitch at us. Emily rolled her eyes in my direction before grabbing a t-shirt and, before pulling it on, bounced up and down a couple times on her toes, causing her marvelous tits to jiggle in my direction. I pulled on some basketball shorts and followed her up the ladder into her lofted bed, sticking my face into her ass, concealed only by a thong. We quickly found ourselves spooning in her twin bed, bodies absorbing as much body heat as possible. S

She couldn’t handle my bf’s big cock so she just watched him pound my pussy

My boyfriend and I went out on a date one night with this girl who was absolutely stunning. She dressed well, was really intelligent, and the date felt effortless. We hung out at a bar for a bit and then she invited us back to her apartment. We were all really excited. We got upstairs, put on some music, and started making out. She had never been with a girl before, let alone a couple, so she was nervous. We pretty quickly put her at ease by acting confidently and making moves so she wouldn’t have to second guess herself. We had already been with a lot of girls together at this point, so we kind of had a routine we could fall into if someone wasn’t that decisive or confident saying what they wanted. My boyfriend and I got her undressed and went down on her together. She was really turned on and came pretty quickly. Then I rode my boyfriend’s cock while she rode his face, grinding on his cock while making out with her and playing with her tits. We went like this till I came on his c

She (F18) wanted to give me (M18) the college experience

I’d had the biggest crush on Emily for a couple years now. The idea that an “older” woman would even give me the time of day, much less show any interest in me, was so captivating I found her near impossible to resist. In truth, she was only about 3.5 months older, but that put her a year ahead of me and when you’re in high school, it seems to make a difference. Emily and I rarely had classes together over the years. I never had the courage to make a move on (aka talk to) her until we were assigned as lab partners my junior year of high school. Our conversations went from minimal to light conversation to flirting fairly quickly, with her tousling my hair every chance she could get ("it's always so soft," she'd marvel). I'd stammer through a response, enjoying the physical contact but still fairly insecure. To add to the complexion, she was dating a kid on my basketball team who I wouldn't consider a friend, but when you're in the moment, chemistry on your varsity team is importa

My shy, nerdy date woke my roommates up with her crazy orgasm when I slipped my thumb into her ass...

I met Becca online. She matched my type totally: short but curvy, with thick curly brown hair, a heart-shaped face, and big dorky glasses. She worked in the sciences and we went on our first date in the city. Becca was very shy. I'm normally not talkative, but throughout the night she didn't share a lot about herself. We met for sushi and sake, then walked around the city at night. We stopped for ice cream, found a hill to sit on, and just so happened to catch the fireworks celebrating a win over the baseball stadium. This was a power dynamic I wasn't used to. Most of the girls I'd dated had been nerdy, like Becca, but also big talkers. They loved to talk about their studies, their favorite games, their favorite comics and manga. I knew Becca was nerdy, too, because she recognized a lot of the things I talked about. But whenever I asked her questions, she gave short answers and blushed. I honestly wasn't sure how the date was going. But as we watched the fireworks, Becca put her hea

My roommate likes to suck my dick when she’s drunk.

Leanne and I have lived together for 4 years in 3 different apartments. We get along great, honestly. She’s an A+ roommate. We really don’t have much romantic interest in one another, and physically we trend towards very different looking people for dating. Leanne is a petite, short brown haired bi-sexual woman with little round glasses, huge brown eyes, cool little tattoos and lots of thoughts and books. I’m a fairly a-typical bro built dude, she’s just not my type and I know the same in return. But across the 4 years, Leanne has blown me maybe 10 or 11 times. Always after we’ve been out for a night of drinks or had a little house party. She’ll get this funny look in her eye and I just know. The first time was pretty memorable. We had a Christmas party for friends. I cook for a living, so I make a heck of a dinner for everyone. Lots of wine and lots food later we’re cleaning up the kitchen together. I tell her I’m going to step away and take a shower because I’m hot and feelin

She (F23) helped me cross off something on my (M23) Never Have I Ever

A lot of background on this story, this one might be my longest. Skip to the ----- for the good stuff, but I personally enjoy the build up. For about 5 or 6 years after we graduated high school, a large group of friends would make the four hour drive up to Kelsey's cabin for a long weekend. The core dozen of the friend group was always the same, but there would always be a couple changes each year (someone had prior plans, couples would break up, college friends would join). To be honest, despite considering myself friendly with Kelsey, I was more or less included in the weekend due to a couple of my best mates dating her best friends. Every year, that weekend tended to be the highlight of our summers. Kelsey's cabin was the perfect setup for a bunch of kids in their early 20s to cut loose for a weekend of reckless binge drinking. The cabin was located deep in the northwoods on a small lake, equipped with a pontoon, canoe, and a large wooden platform raft with massiv

Cheers to the nerds in this world who got the girl… And head at a wedding

Before my ex-boyfriend was officially my boyfriend, we were besties. It took him a very long time to ask me out, but we certainly flirted. *I would just like to say in this moment that this man was a precious soul who was super hot. Women really liked him, but he barely seemed to notice.* Before I was officially his “girlfriend” though, he invited me to a wedding as his date and I was thrilled. First off, it was at a fancy hotel in the city. Also, I was super into this dude. So this wedding was with friends he had known since middle school. When I came out in a (*let’s be real real, slightly slutty*) nice dress, he got really excited. He kept talking about how it was the first time he actually had a cool date. *This dude was also a gentleman and a fucking doctor. To this day, I’m very confused about his self-esteem issues.* He was in the wedding so I sat alone. One of the dude’s who sat beside me asked if I was single and I responded, “Well I’m here with that handsome fellow,

My first experience of anal penetration. O m f g..

I’m a HUGE fan of ass play. I like my asshole being lubed and played with lightly when my boyfriend goes down on me. I love when a thumb massages it from doggy. I also adore it being eaten. I’ve returned the favour and given a rimjob and prostate massage. Ugh it’s area that needs mutual TLC. Following using a butt plug when I’m at my horniest, along with the occasional anal bead session, it was time for natural progression. On a Valentine’s Day, after my boyfriend had driven me crazy by massaging gently his juicy mushroom head around my asshole with some lube, he went in. I had never had anything that big. I was so damn wet. It literally dribbled slowly down my inner thigh. I began to stimulate my clit and I couldn’t even handle it. I could see my reflection in a mirror. The joy was all over my face. Even writing this, it gives me goosebumps. After a few minutes of gentle easing my little butthole anally with light, half range of motion thrusts, he picked up the pace. He went all i

y gf’s roommate is even more comfortable now ….

I shared a story a month or so ago about my gf’s roommate becoming very comfortable around our sex life / nudity in the apartment. I’m pretty confident that she’s not hinting at a threesome, I think she’s just really open about nudity and sex and my gf is too. Not gonna lie I do think it’s insanely hot that they are open like this. And our sex life has been wild ever since that one weekend. We’ve been fucking all the time, and we have not tried to hide it. Her roommate works from home so she’s always there. On one particularly loud session she opened the door right after we finished and asked what we wanted to do for dinner. I was still wiping cum & lube off my dick / stomach. She saw all of it and was unfazed. Yesterday my gf and I were making out and we’re about to start fucking, so I got naked and sat up on the bed jerking off getting ready, while my gf turned around to take her clothes off. Her roommate cracked open the door and started having a conversation with my g

My best friend (F21) and I (M21) were bored, so we masturbated together (Part II: The Consequences)

A couple weeks after covering my best friend's tits with cum, I was playing some video games when my phone rang. "Heeeyyyy," said the slurred voice on the other end of the phone. "What's going on, you have a good night?" "Oh yeah, Brittney lost her birthday sash and started crying, but that's not my problem and the rest of us had a blast!" "Isn't Brittney's birthday supposed to be about, you know, Brittney?" "We got her tequila shots and she still went home with someone, I'd call that making her night. Anyway, come over." "Megan, it's like 1 in the morning. We can see each other tomorrow if you're free." "Come onnnnn, remember the last time you were here? You could bring some wine... we could build a fort or something." I chuckled to myself. "Do you really need a bottle of wine? Sounds like the tequila has got its hold on you anyway." "Well I'm gonna grab my vibrator right now, it's your call." I paused a moment, weighing my options. Do I make the ten minute drive and

My short time as a emale receptionist working at a very unique place...

After I moved to the city, I was out of the job. I started scouting ads in the paper for somewhere to work. Something popped out at me that looked interesting: a sperm donation clinic. They needed a receptionist for the front desk. I quickly picked up the phone and gave them a ring. Not long after I was working alongside an actual nurse who had been with the company for years. Her name was Diane, and we got along great from day one. It never really dawned on me until I was told that the method that the men used for producing the sperm they donate was good old-fashioned masturbation. It was a little strange at first, but I got used to it. All nursing revolves around body functions (in a clinical sense). Besides, I couldn't see or hear anything either, so what difference did it make to me what was going on behind the closed door of the room they did their business in? Some of the donors were in and out in a matter of minutes, while others could take up to an hour and even more some

Cheering up my girlfriend's friend after a breakup (Part II)

While Val was cleaning up in the bathroom Lisa has cuddled back up next to me again. We were kissing and chatting about their night and what just happened. She told me they had fun dancing but the only guys Val met had been jerks. Over drinks Val had told her she was lucky to have someone who was both fuckable and nice to go home to. Lisa had told her she planned to wake me up when she got home, and Val started asking her what she planned to do to me. This had turned into a conversation about their sexual preferences and experiences. While we were talking I had turned on to my side and started to caress Lisa in all the ways she liked. We had been together a few years at this point and so I knew every inch of her, and exactly where and how to touch her to turn her on. I had her soft little breast in my hand, gently squeezing and circling her puffy nipple with my thumb. She spread her legs for me so I could gently stroke her labia as she continued the conversation. Lisa was quickly

I (M19) got too drunk on spring break and mixed up which twin sister (F19) I was with

This is a pretty long story with a lot of background. If you wanna skip to the good part, look for the ----- although I think all of it could be the good part. My freshman year of college, three buddies and I made the pilgrimage to Panama City Beach for a week of debauchery. The beachside hotel we stayed at was in the middle of a long string of hotels where college kids would party together, sharing drinks and drugs, and trying to fuck anything that moved. We were no different, stocking our hotel room with weed we had brought and cheap drinks we got from the liquor store that never blinked at our ridiculous fake IDs. The first day, we drank and smoked in the sun all day, enjoying the salty gulf air, laughing at our friends stuck back in the Midwest cold. We had made plans to meet up with some new friends that night at a bar about a mile away and by the time we stumbled into the Uber, we were absolutely toast. When we stepped out of the Uber, we were welcomed with an open-air tik