My [M] first experience with another guy when we jerked off together [MM] while watching porn [25,26].

So, let me start this out by saying I am pretty open sexually. While I identify as straight, I have a slightly curious side that I have explored but it does not extend super far to where I am interested in having one on one sex with men. That being said, this is the story of my first time indulging on that urge ;)

I had a “friend” (I will call him Ty) or more of an acquaintance in college I knew through people who I was pretty certain he had a crush on me. He would message me a lot after I would post a story on Instagram and even send me totally random snapchats at all hours of the day. As time progressed, I would chat with him more and more and eventually the conversations would get slightly dirty (i.e., he would steer them in a way to talk about my sexual history lol). I enjoyed the attention, and he was not a bad looking guy, so I went along with it. This was all done over snapchat however, as he seemed he didn’t want his sexual history shared as much as I didn’t.

I [M] fucked a “friend” [F] in the mid-afternoon in a hotel bathroom while her friend [F] was drunkenly in the bed [19,20].

This is one of my many fun and random ones from my time in college lol.

When I was 20 and in college, I went to Las Vegas for spring break to visit family. Vegas being a popular party spot for spring break, a girl I was somewhat friends with benefits with was also going to be in town over that period of time.

Her and her friend had a room at Mandalay Bay, which has a pretty cool pool area, so when she invited me to come hang out by the pool with them how could I say no? She was a bit of a freak in bed, and I was sure her friend would be hot. Two hot girls in bikinis? I was in.

I met my FWB, we will call her Olive, in the casino. She took me up to their room to meet her friend. Olive was already in a bikini with a wrap over it. Something to know about her, she had the BIGGEST and SEXIEST ass. She even told me she was voted best ass in high school (what kind of high school is that?! lol). Naturally I was staring at it the whole walk up and gave it a little pat in the elevator. Olive was pretty into me, and always horny as all hell. So she gave me consistent playful and seductive smirks all the way up.

My [M] second experience with a couple [MF] when I was 20, they were in their mid 30s.

After my first experience with a couple (see previous post for story) I definitely felt comfortable in exploring the “lifestyle” more.

I met the second couple I fucked through an online swingers website. They were in their mid 30s, the woman was gorgeous. Curvy blonde, with huge boobs and a bouncing ass to match. After initial chatting and pleasantries they invited me over to their house for some drinks and hot tub time. Every time I meet a couple I am always a little nervous knocking on the door, but thankfully the woman answered and was exactly like her photo.

I met her husband in the kitchen and the three of us drank some whiskey and chatted. They told me about where they were from, how they got into the lifestyle, etc.. while I told them about me. Then they asked if I wanted to go into the hot tub (which of course I did)

My [M] first experience with a couple [MF] at 19. They were in their 40s. First swinging experience

About 6 years ago, when I was 19, in college, I first started to discover the world of “Swingers” and couples with open relationships. Back then craigslist was kind of the primary mechanism for ‘free’ posting and searching for like-minded individuals. Being a horny college guy with a high sex drive, I explored the casual encounters postings frequently. Some background, I am a tall (6 foot 5), big (8 in) and athletic guy who, come to find out, is often what a lot of couples are looking for (lucky me I guess!).

One day, a post caught my eye. An older couple (early to mid 40s) looking for a younger ‘stud’ to fuck the wife while the husband watches and eventually joins. The woman was smoking hot. A slender body, fake tits and a nice ass. Burnett. I sent a reply with some seductive pictures and little about myself, fully expecting this ‘couple’ to be a fat, creepy man. However, after the initial response and some chatting, the woman seemed legit and we exchanged numbers and verified we were both who we said we were.