First anal for pregnant coworker [MF]

Stephanie and I used to work together for a couple of years, and often chatted about various things. She was not the woman you would typically call hot, her tall, slim figure, thin hips and small breasts didn’t offer a lot to look at. She had a cute but average face, dirty blonde hair and wore thin glasses. But she had an amazing personality, she was smart and witty. She was in her late 20s and I was 35 at the time. The conversation sometimes did turn flirty, but it was more fun banter than either of us being serious about. I had no way of knowing, but I always thought that she never was too interested in dating and I was convinced that she must be rather boring in bed.

Date night with long-distance girlfriend [FM]

June and I have been in a long-distance relationship for a while, visiting about every month or so. In the meantime there was a lot of sexting and teasing of course, and when we met, we had intense sex, but tried to spend some quality time getting out as well. I was in my late 20s that time, June was 24, a petite half Japanese girl, about 5’2″, black hair, slim and cute, with small A-cup breasts. I am much larger than her at 6’3″, and we both enjoyed that contrast quite a bit (not to mention how tight she was of course…)

One time we decided to go out for a fancier dinner, she put on a tight red dress with black stockings underneath – she almost never wore a bra. She already made some rather sexual comments during dinner, and I was teasing her heavily too. Afterwards we went to a nearby bar for a drink, we sat in a box in a dark corner, and continued teasing each other with double entendre jokes and more obvious hints. When noone was looking, she even spread her legs wide, showing me that she had stockings with a suspender on, asking me whether I wanted her to keep them on while I fucked her. When we went to the bar to get another round, I made a point of standing close behind her so my half hard cock was pressed against her back, and asked, whispering into her ear, what she was thinking about, commenting how her nipples showed through her dress.

Trying an [MMF] threesome with my girlfriend Chloe (31)

We were both in our early 30s when I dated Chloe for about half a year. She was quite tall at 5’10”, and I wouldn’t say she was voluptuous, but had all the right curves in the right places. She had shoulder-length brown hair with a touch of burgundy dye, and wore glasses. All in all, she was quite attractive, especially her D-cup breasts attracted the eye of many men even without her emphasising them too much with her clothing.

We had a generally good sex life, nothing extreme or really kinky, but communicated our preferences well and enjoyed each other’s body thoroughly. We did discuss fantasies too, and a couple of times she hinted at her interest in a threesome, but we didn’t really do much to make it happen, it was more of a passing thought. One time when the topic came up, she mentioned that one of her exes might be into the idea as they discussed it when they were together, but never got to actually trying it. Although I knew they kept the occasional friendly contact, I wasn’t entirely serious when I asked Chloe why she wouldn’t bring it up with the guy.

The sexual awakening of Nicole (26) [MF]

I have always found it arousing when women experienced something sexually new with me, their excitement incredibly turned me on too. I had a number of such experiences, but one girl was by far the most memorable. Nicole was 26 when we met, and still a virgin. I was about the same age as her and could hardly believe it, but she had only kissed one guy before a couple of years earlier. She said that they did fool around a bit, but a single handjob has been the most sexual act she has ever been part of. We have dated for about four months, and her sexual awakening during that time has been the most amazing and arousing I have ever seen.

Nicole was quite tall, about 5’10”, with a cute next-door girl type face, shoulder length brown hair, green eyes and thin lips. Her body was nice and slender, and as it turned out, under her simple, unrevealing clothes she had perfect round B-cup tits with small pink nipples, and a rather toned stomach.

Hot summer with Anne (19) [MF]

I met Anne on a hiking trip with a large group of friends one summer several years ago. I saw her the previous year too, but nothing more than some flirting and making out happened then. She was now 19, with a blossoming curvy body and nice dark blonde hair. I was 27 at the time, enjoying the young vibe of the team. She seemed quite fun, and had a nice figure with slim hips but enough curves on all the right places, and her plump C-cup breasts seemed rather large on her tall body and attracted everybody’s attention.

In the evenings we cooked together on an open fire and most of us stayed around late, chatting and having a few drinks. This one evening Anne was sitting next to me and we moved closer and closer as it was becoming chilly outside, especially on our backs which was not warmed by the fire. I was cuddling her from behind, then somewhat later we ended up making out in her tent. I took her shirt off, exposing her beautiful large breasts and started massaging them. She found her way into my pants and was stroking my cock up and down as we continued to make out.