I [M] spent a week with a woman I met online and fucked her the whole time

This one is still crazy to me all these years later. There was a trip for work that I wanted to go on but it wasn’t necessary, so my bosses told me I could go if I made it as cheap as possible. Well, anyone who travels for work knows the most expensive part of the trip is always the hotel.

When the idea for the trip came up, I immediately went on a dating site to see what kind of women lived in the area. It was across the country and I figured if I could get laid a couple times, that’d be perfect. I started talking to this one girl a lot. She was cute – like girl next door cute – with a nice tight body. But, holy shit, she was a freak. Like our sexts got raunchy real quick. Lots of Snap chats, lots of videos, lots of pictures.

It was pretty well established that we were going to fuck when I was in town but then I had to tell her that the trip was in jeopardy because of the costs associated with it. That’s when she blew my mind and asked if I wanted to stay with her. I gladly accepted and we started talking more, all day, every day. We FaceTimed, all that fun stuff.

I [M] fingered my date under a bar as a waitress watched

I had matched with this beautiful older woman on a dating app a couple years before I was married, and we quickly hit it off. The more we talked the more we just enjoyed each other’s conversation. We didn’t really talk dirty at first but I flirted enough to know there were some embers of an inner freak there.

One of my favorite parts was that she was a lawyer – which was sexy as fuck to me because I love when women with high-level, high-pressure, corporate jobs are closet freaks.

We had agreed to meet for drinks one day after work at a nicer restaurant. In the days leading up our date, she had told me she had fake breasts. A lawyer with fake breasts? Are you kidding me? I was in heaven.

The night before our date I had one request: Wear a pencil skirt. She wouldn’t commit to it but I was hopeful.

I [M] fucked a hard-to-get mom after a night swim in her thong

In my single days, I used to scour the dating apps, swiping on every good looking woman I came across. For me, it was about quantity.

There was this one woman, a single mom to one, who I connected with through the app but we just could never get our schedules aligned. We texted and sexted and sent pics, all of it. But we never met. We knew from the beginning of our conversations that we’d never date but she was a hot, blonde mom with a mom body – thick, big hips, great mom ass – and I wanted to fuck her. Like really badly. So, I was persistent.

Then one day, out of the blue, long after I’d given up hope of being in her, she asked if I wanted to get a drink. I agreed, and we met at the bar in a local hotel. We had a couple drinks and just talked and hung out.

I [M] fucked a cop with the most perfect boobs in her bikini

Years ago, I met a woman on a dating website and we clicked almost immediately. And when she started sending pictures – clean ones at this point – I couldn’t believe me eyes. She had an incredible figure. Like hourglass perfect.

Then came the NSFW pictures. Her boobs were absolutely perfect. Probably still the best I’ve ever seen. Full, round, big, perky. I’m getting hard again just writing this.

We got dirty pretty quickly and we talked about meeting at a wedding she was going to so we could fuck in the pasture next to it but it didn’t work out.

Finally, around Memorial Day Weekend that year, we made plans. I was coming back from a weekend out of town and she was at a pool all day. She showed up at my door in a black string bikini and a coverup with a hat on. She wasn’t made up and smelled like sunscreen and rum but, fuck, she was sexy.

It took us about four seconds to start making out and we ended up knocking
Into every wall en route to my bed. I got her on all fours and pulled her luscious tits out and began playing with them from behind her back.

I [M] was inside a woman while she was talking to her grandmother on the phone

As soon as I moved to my new state, I got on as many dating apps and platforms as possible to meet people because I knew like two or three people. One of the first profile’s I saw was of this woman my age who had also just moved to the area. She had one picture that had me mesmerized. It wasn’t salacious or dirty. It was just her in a striped dress. But her body was so killer underneath, I knew I needed to see it. Hell, I’m getting hard thinking about it right now.

After talking to her through messages for a few days, I knew I’d have to turn on the charm so I wined and dined her. I took her out for her birthday and champagne, and all sorts of fun stuff.

That eventually led to me taking off her clothes, and she did not disappoint. Her body and her proportions were perfect.

We fucked and sucked and licked and ate a lot.

One Saturday, she came over to my apartment to hang out, which led to us getting naked and playing.

I [M] randomly matched with a neighbor. The sex and BJs quickly started cumming

I used to live in an apartment complex, which I figured out was the best breeding ground for hook ups. One night I was home swiping on an app, when I matched with this beautiful blonde. I was instantly turned on by her pictures. She had the most ideal build: taller, a bit thick and what looked like great boobs.

I messaged her shortly after we matched and we started a friendly conversation, going over all the basics. We quickly figured out that we lived in the same city…at the same crossroads…and then in the same complex.

I brought up her coming over to say hi and she said she had to take out her dog so we could meet somewhere in the complex. I was game.

We found each other and she was sexier than her pictures. On top of everything I already mentioned about her, she had a fantastic ass. We talked for a few while she walked her dog. It was the perfect introductory meeting. Before she went home, though, we ended up making out for a while. That was also perfect, because it made it less OK to invite each other over the next day.

A girl blew me [M] in college after burning my sweater with her cig

I’ve been dying to tell this one for a while. And it goes to show how slutty college girls are.

It happened at a party one Saturday night. There was a group of us hanging out on the front porch of my friend’s house, drinking and having a good old time.

I was wearing a sweater that had longer sleeves, so they were past my wrist, basically to the start of my thumbs. I was standing there with a beer in one hand and the other hand hanging at my side when I felt something hot on my skin. I looked down and this girl’s cigarette, which she was holding at her side, was burning through my shirt. I was pissed.

I put my thumb into my sweater where the burn mark was and tried to scrape away the soot. She and one of her friends tried to join me. Then, all of a sudden, she took my hand and said, “Let me see if I can get it out this way.” And put my thumb into her mouth and sucked it like it was a nice, firm cock. Her friend then said, let me try, and did the same thing.

One of the first times I [M] had sex, the girl made sure I slid inside her bareback

I didn’t lose my virginity until college and when I did, man, did I make up for lost time. I fucked like a little rabbit.

I hit it off wit this one girl who was my year and she invited me over to her dorm one night. She was college hot. Thick thighs, perfect boobs. Just delicious looking. But her face was so-so. She was one of the few older students who still lived in a dorm but she had her own room so it was a pretty sweet deal.

We started making out, which led to clothes coming off, which led to my fingers in her, which led to her hand on my cock, which led to my mouth on her pussy, which led to her mouth on my cock, which led to us making out so we could swap each other’s juices.

While we were making out the second time, completely naked, she was on top and the tip of my cock was resting against her slit. I could feel the heat coming from her pussy and her wetness was drenching my tip. I didn’t have a condom on so I didn’t want to slide in her. I figured we’d tease each other foe a while and then when we couldn’t handle it anymore, I’d put on a rubber and we’d fuck.

In college, I [M] fucked a girl I met on an airport shuttle and now she’s a MILF

This is one of my all-time favorites because we still stay in touch and she’s married with a couple kids.

We met on a shuttle from the airport back to campus one Thanksgiving during college. It was a packed bus and we ended up randomly sitting next to each other. She was hot. And not just college hot but like sexy. Red hair – which has always done it for me – great body, great rack. Of course, college me was a walking boner who’d bang almost anything.

We started talking and it turned out we were from the same state. We exchanged numbers after the ride and went on our ways. I remembered texting her the next week and inviting her over to my fraternity house to hang out one night on like a Tuesday.

I borrowed a friend’s car and picked her up. I remember it was late so basically two things were happening: we were going to drink and she was gonna sleep over.

That’s exactly what happened.

I [M] shaved a girl I met on Tinder during a work trip minutes after meeting her

I used to travel a lot for work and being in a different city every week or being in multiple airports each trip led to some amazing encounters.

There’s one that still gets my dick hard thinking about it.

It started when I had a layover at the St. Louis airport en route to another city during a work trip. As soon as I landed I hoped on Tinder to check out any conversations and then thought, what the hell, and started swiping. I knew I was coming back to St. Louis in a few weeks so maybe I could lay the foundation for a hook up.

I ended up connecting with a few girls and started talking dirty to one quickly. She had a corporate job and was a closet slut. Just like me. It was a perfect match. But then she started telling me about her escapades of fucking married men in bars and stuff like that, and she quickly became a dream match.

We had plenty of time to get to know each other before my return trip to St. Louis, and the stories, sexting and pictures were flowing. One thing I had always wanted to do was shave a girl. She was down.