A typical swinging date with my girlfriend and our close friend couple. [Group]

I (M31) have not written about my sexual experiences in a while. So I figured I’d write a brief (compared to my other stories) rundown of a typical swinging session that my girlfriend Laura (30) and I had a few Sunday nights with our amazing friends and consistent swinging partners Julia and Chris (husband and wife). We have been swinging regularly, maybe 1-2 times a month, with this couple for quite a long time (I’d say almost three years now). My girlfriend and I first met them and swapped with them at a swingers house party, and we really really enjoyed each other. We’ve become incredibly close and basically have decided we are comfortable enough with them and trust them enough to play with them unprotected (no condoms, but still use birth control of course). They don’t really play bareback with anyone besides us, and we are similar in that respect, and only play raw in a very small and controlled bubble. We really enjoy the extra level of closeness and sexiness of condom-less sex with Chris and Julia, and have a deeper emotional connection with them because of it.

Having a threesome with Kylie in front of her curious friend. [MFM]

This story happened in the end of fall, around the first snow of 2011. If you read my stories (a sequential list of which I will put in the comments), you will learn more about this crazy awesome setup I had for the first few years of college. My roommate Jay and I basically found this awesome girl, Kylie, who became extremely sexually involved with us. Not only did she take my virginity in a MFM threesome, we continued to have threesome and other group play all the time. Occasionally we engaged in group sex with some people outside of our trio/triad. The story I am about to tell goes slightly beyond a normal MFM threesome, in that we had a consensual spectator that briefly interacted with us sexually. This was Kylie’s extremely good college friend Liz. She was a tall, skinny (but fit) redhead, with quite pale skin and chestnut colored eyes. She was a pretty girl, but kind of reserved and on the quiet side. By the way, I am not going to describe much in terms of physical appearance of me, Kylie and Jay, as I have done that a lot in my previous stories (which I will link).

Amazing miniature college orgy over fall break with Kylie. [Group]

(Long, but totally worth it!)

In my first two years of college, my roommate Jay and I both would both have sex with our friend with benefits, Kylie. Regularly, almost weekly, we would have a threesome with her. In fact, I lost my virginity to Kylie when we first did the deed. Though it sounds crazy, I could have not have first had sex in a better environment, as Jay is one of my best friends. My nerves were calmed in a very supportive environment. They both kind of guided me through it, every step of the way. It was incredibly hot to basically take turns with her and communicate with her on such an intimate level. In hindsight, it was fairly reckless to not wear condoms, but she was on very good birth control (an insert in her arm) and we were very upfront with our sexual history. During all of our erotic activities with her, we never used condoms and it really upped the pleasure level. Anyway, because of this, we made an agreement to be exclusive sexual partners with only her. This only changed a few times, when we brought more people we trusted into the mix.

Amazing miniature college orgy over fall break. [Group]

(Long, but worth it, I swear!)

In my first two years of college, my roommate Jay and I both would both have sex with our friend with benefits, Kylie. Regularly, almost weekly, we would have a threesome with her. In fact, I lost my virginity to Kylie when we first did the deed. Though it sounds crazy, I could have not have first had sex in a better environment, as Jay is one of my best friends. My nerves were calmed in a very supportive environment. They both kind of guided me through it, every step of the way. It was incredibly hot to basically take turns with her and communicate with her on such an intimate level. In hindsight, it was fairly reckless to not wear condoms, but she was on very good birth control (an insert in her arm) and we were very upfront with our sexual history. During all of our erotic activities with her, we never used condoms and it really upped the pleasure level. Anyway, because of this, we made an agreement to be exclusive sexual partners with only her. This only changed a few times, when we brought more people we trusted into the mix.

Hot and quick sex with Kylie in the back of my car. [MF]

It was mid-August in 2011. I just got back to college for my second year, Saturday before my first week of classes. From my previous stories, you will know about my awesome and ravenous sexual relationship with this girl named Kylie. My dorm-mate and great friend Jay and I would have many threesomes with her, as friends with major benefits. I’d say we both had sex sessions with her together at least two dozen times in our dorm room. We are talking multiple-round, vigorous, sweaty, messy and raw smash fests. Don’t worry though, we were exclusive with her and she is on good birth control. It was an extra risk not to wear condoms, but we really loved the extra closeness and sensitivity it provided us, as well as give us all great orgasms. Between the two of us guys, we probably dropped more than a hundred loads inside of her before summer break. What can I say? We were just super horny and needed to relieve some stress of studying. None of this was romantic with her in nature, though we generally got extremely close as friends and genuinely cared for each other. That tends to happen when you have a regular bang buddy.

Kylie’s first double vaginal penetration with me and my roommate. [MFM]

Near the end of my 2011 spring semester of college, I engaged in what I believe is one of the most pleasurable sex act I have ever had. Bear with me, as this story is long, but so sexy it will be worth it. It took place in June after me, my best friend Jay and our friend-with-benefits Kylie were all done with finals the last week of school. From my previous stories, you would remember that Kylie was this amazingly cute and sexy girl of which Jay and I had a threesome with, after a college party early that year. In fact, I lost my virginity that amazing and passionate night. Anyway, both Jay and I shared our dorm room, and became friends. Once we met Kylie, we pretty much became blood brothers. That entire semester was filled with a ridiculous amount of sex with her, and we were thrilled. Though we never pursued romantic relationships with her to keep things casual; we were quite the trio, and still keep in touch (non-sexually) today. Jay and I are definitely straight, but were super okay with our situation, and actually found it super arousing to both sexually please a girl together. We definitely have a different type of connection, given that we have seen each other at some of the most intimate and vulnerable times.

First-time shower threesome with Kylie. [MFM]

I just got out of class at three on a Friday, and the afternoon was beautiful and warm. It was later April, and finally we were seeing some heat after a chilly Vermont winter. Walking past the quad to my dorm room, I saw guys playing frisbee and cute girls laying out in the sunlight, which had a golden afternoon hue. My mood was grand, since I had a pretty hectic week at my college. Getting to my room to relax for a bit, my roommate Jay is there playing video games. He asked me if he wanted to go on a run since it was such gorgeous day. I needed to blow off some steam from the week, so I gladly agreed to join. We put on our running gear and start making our way to the nearby park with a jogging path. About to start up but I got a call from Kylie, who just got out of class and asked what we were up to. Kylie was our mutual friend of which both Jay and I were currently and exclusively sexually involved. We would have threesomes with her about twice a week, as friends with benefits. I told her we were about to start a run at the park and that she was welcome to join. Kylie agreed and told us to get started and she’d be there soon.

The best oral sex I ever had: a “double-barrel” blowjob [MFM].

My roommate Jay and I had been sexual with this girl named Kylie for a while. I lost my virginity to her in a threesome like three or four weeks prior, when me and Jay took turns having sex with her one amazing night. Kylie was an amazingly passionate and sexy girl. She was shorter and had sandy-brown hair, B-cup breasts that were perky and pointed upwards, and brown protruding nipples with small areolas. Her butt was very firm and tight, with shapely round cheeks, like volleyball player. Smooth and pale was her skin, and her body was toned and fit. Yoo could make out her abs on her firm and flat belly, and had very cute back dimples. She had no piercings or tattoos, which I liked. Her vulva had curved outer labia, with a pronounced and darker textured inner labia, covering her pink vaginal opening. She had a small short patch of pubic hair above her small pink clitoris and hood. Everything about her was cute and sensual, and she was a very enthusiastic lover. We of course were extremely enthusiastic in return.

My awesome double blowjob experience [MFM].

My roommate Jay and I had been sexual with this girl named Kylie for a while. I lost my virginity to her in a threesome like three or four weeks prior, when me and Jay took turns having sex with her one amazing night. Kylie was an amazingly passionate and sexy girl. She was shorter and had sandy-brown hair, B-cup breasts with perky breasts that pointed upwards, and brown protruding nipples with small areolas. Her butt was very firm and tight, with shapely round cheeks, like volleyball player. Smooth and pale was her skin, and her body was toned and fit. Yoo could make out her abs on her firm and flat belly, and had very cute back dimples. She had no piercings or tattoos, which I liked. Her vulva had curved outer labia, with a pronounced and darker textured inner labia, covering her pink vaginal opening. She had a small short patch of pubic hair above her small pink clitoris and hood. Everything about her was cute and sensual, and she was a very enthusiastic lover. We of course were extremely enthusiastic in return.

How I lost my virginity to a college threesome. [MFM]

I lost my virginity my freshman year of college. It happened in the spring semester, early February, 2011. To this day, it was probably one, if not the best, college experiences I had. Not only did I lose my virginity, I lost in in a threesome with multiple rounds of raw sex. It was a Friday night and I was out looking for a house-party with my roommate Jay. We found one that was pretty legitimate, but nothing too crazy. After a few beers each we started chatting with these two girls our age that were from a dorm building across campus. We hit it off immediately, and I was surprised at myself for carrying on a carefree conversation with this cute girl Kylie. The other girl’s name was Taylor. After a while of talking, the four of us, Taylor saw some other friends and went over to them. It was just me, Jay and Kylie hitting it off, and she was getting kind of playful and flirty. Just as we were finishing off our second beers and feeling good but not drunk, cops showed up because of noise complaints.