What’s your gender? Man
How old are you? 38
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? ELKHART, Indiana
Highest education received: High school diploma
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Openly Bisexual Swinger, Masculine and Dominant
How many sexual partners have you had in your life (including oral sex)? 60+
How many hookup stories have you here posted before? 0, This is my first

Bi Man’s First Adult Gay Experiences

How long ago did this hookup happen? 19 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Group sex

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? First man was 39 years old, about 5’9″ tall, bisexual with mostly gay tendencies, ginger hair but balding on top, glasses, a little extra padding, and a six and a half inch cut cock with shave pubic region. Second man was 44 years old, about 6′ tall, gay dominant top, black peppered hair, slender and fit build, and a 9″ monster between his legs.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was 18 years old and curious about hooking up with people to expand my sexual experience and explore my interests. I had joined AdultFriendFinder and started meeting people quite frequently. Now, given I was young and it isn’t that easy to meet your ideal hookups, I admit I was not very discriminating about those that were willing to let me get some action. I was actively seeking women, men and couples, but hadn’t thought directly about a gay couple until they messaged me with their interest in a younger man to join them. I was invited to their home about 8 miles away just outside the city in a nearby countryside neighborhood of modular housing. They had me come over after work one evening, and I actually skipped a college class to make the hookup that evening. I was so excited to possibly be playing with 2 dicks and fuck that I wouldn’t have been able to concentrate on class work anyway.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I arrived at their house around 6:00pm and joined them for dinner, we had a frozen pepperoni pizza and soda. We chatted a bit and I listened to them talk about their relationship and sexual practices. I was certainly not the first guy they invited to play with them, and I wasn’t even the only guy they planned to meet in the same week!

This made me a little nervous, only because I was somewhat conscious of AIDS and HIV and the need to be careful. I knew I was clean, but needed to know they were too before committing to anything. Though they didn’t have “results” to show me, they emphatically addressed this with me about their testing history and that they typically wore condoms with others, but not each other. The reason they picked me to play with, however, was because my age was a lot younger, and my experience level was low, so there was less risk in playing with me if I would agree to going without condoms involved.

The first man, the bottom of the couple, was very interested in having both his partner and myself fuck him one after the other and then both at the same time and cum in his ass. Their explaining of what they wanted me to do with them was making me quiet horny and it showed as I couldn’t help my cock from lifting my boxers and shorts into a tent while we spoke in their living room.

I’d only see a little bit of gay porn before, and was still a little nervous about how to proceed with this gay couple as I had only been involved with 1-on-1 male hook ups at that point. They put on a gay orgy video to play on the TV whilst we got comfortable. The bottom came over to me while I sat on the couch, he knelt down and pulled me shorts and boxers off and started to suck my cock. I had to tell him to take it slow otherwise I might cum too quickly.

His partner got up from his chair and undressed in front of me, exposing his nice frame and huge dick. He was relatively soft at the time but was already larger than my own hard erection. He sat down for a moment to stroke himself while watching his partner suck me. A few minutes later he was rock solid and standing at attention. His cock was so strong that it didn’t point straight out, but upwards at a 45 degree angle. His nine inches were topped by a shiny bulbous head that was a very dark pinkish-purple color. He approached the couch and straddled over me placing his cock in close proximity to my face so I could get a very personal look at it and see if I wanted to play with it. I took it in my hands and stroked with both hands holding it like a baseball bat. There was still an easy two inches beyond my hands that stuck out and I instinctively started to suck on the head of his cock. It was more than my mouth could handle though and the best I could do was lick and occasionally stick the head in my mouth and just suck the head only.

I was about to see the TV to my right from time to time and it only added to the excitement as I felt almost like I was involved in a male orgy with all kinds of sucking and fucking sounds going on. I told them I could fuck anytime at that point and we quickly moved to their bedroom.

The top laid on the bed and I continued to play with his cock in my hands and also with my own cock in a little frottage action. His partner, the bottom, went to the bathroom to clean his ass out with an anal douche bottle. He gave it a good few squeezes to try and make it as clean as possible for us.

He came back to the bed and laid down on his back next to his partner, pulled his legs up and handed me some lube. I spread it all over my cock and his waiting asshole then handed it to his partner to hold. This was the moment of truth, where I would let myself be at risk for the first time ever and fuck a man I had just met without any protection. I slowly inched my 6″ dick into his asshole and was surprised how little resistance it gave me. It was not long before I was holding on to his knees for leverage as I plowed his rectum. I was not far from cumming and I pulled out and sprayed it on his body and dripped it on his cock and balls.

His partner got up and I laid in his place. He set the lube on the table for later and then used his hand to wipe up some of the cum I’d left on his partner. He rubbed my cum on the tip of his cock and around the head before pushing his length and girth into that sweet ass I had also just fucked. I sat up and watched closely as that huge dick disappeared into his partner’s hole. It was like watching a metal piston pump in and out for a while there.

While they continued to fuck, I got up and went to the bathroom to clean up a bit. I was not hard like I was, but was certainly not limp when I came back to the bed. I was surprised to see they had switched positions. The top was laying down and the bottom was now squatting down impaling himself on his partner’s cock. I came back onto the bed and was invited to receive a double BJ as the top leaned over and they both used their mouth to suck and lick me to full strength again.

I already knew what they wanted me to do, and I was so ready to give it a try after all the fun I was having. After getting the treatment from both their mouths, I was ready to fuck again without any question. I grabbed the lube off the nightstand and squirted it in my hand. I stroked my cock with it, then rubbed the underside of the top’s cock as well as the asshole it was sliding in and out of at the time. I poised myself for entry into the sloppy bottom’s ass and held my cock tightly together with the top’s dick now in my hand. I pressed forward and joined it in the bottom’s stretched hole.

After several minutes of us fucking him together quite vigorously, the bottom was shooting his wad on his partner’s stomach. It was a moment later that I realized the only person still moving was myself as I continued to fuck. I slowed for a moment in this realization and looked down at the ass I was fucking along with another dick in it. A flood of gooey white cum was erupting from the ass around my cock as I thrust into it. I was getting covered in the top’s cum from my cock, to my balls, to my own asshole as my scrotum slapped back and forth in the creamy white slop.

At that moment my mind went savage and I grabbed the bottom’s hips and trust hard into his asshole once more and shot a torrent of cum into him adding to his partner’s spent load.

After I finished my orgasmal spasms, the bottom pulled himself off the two of us and turned around to start cleaning us both with his mouth. He moved his ass over the face of the top and was given a thorough cleaning by his partner’s tongue. I watched as the bottom slurped the cum off both cocks and all four balls. He bent upward to kiss me and I’ll be honest I was put off by the thought at first, but was so grateful for the experience I had just had with them that I gulped my hesitation down my throat and held my breath while he tongue two loads of lathered cum into my mouth to share with him. In the end, it wasn’t too bad, just different from sucking down a load straight from the source.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I showered with them both and we played a little with each other in the standing shower. I enjoyed especially playing with the 9″ cock, stroking it clean with soap, then giving him a handjob which ended with him cumming on my face and in my mouth while his partner watched and played with himself from outside the shower.

We all met many more times through the years, and event had one experience with my wife involved too.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Hoping or expecting it would lead to something more, To feel better about myself, To feel more confident, Power / Dominance, Submission / Relinquishing power, Making new friends, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I’ve told a few people about this over time, all similarly minded male swing partners; and of course my wife when we were dating. Also have told phone sex operators when I’ve felt like talking and masturbating more than engaging in actual sex from time to time. Good way to relax and get off with someone without the commitment to performance or emotional aftermath.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The best for me was becoming comfortable with multiple dicks in one setting and learning more how to please multiple male partners.

What was the WORST thing about this hookup? I was worried for a while about having played without condoms and thought I might have contracted HIV. But my partners were clean and stayed that way for many years. We no longer hook up though because they did have a bad experience and both contracted HIV and have full-blown AIDS now.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me consider the risks of condom free sex and the excitement playing unprotected can enhance the experience.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? I learned through this experience I was fully capable of playing with men just as easily as I am with women. This experience showed me I am truly bisexual as I knew I was already comfortable with women, but wasn’t as sure about being with men. Though I felt I was ready for this going into adulthood, my experiences with male contact from an earlier age was not enough to convince me that I was truly bi, but had simply had male-male contact before without understanding what it fully meant to me versus others that involved me in their play.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I wish more people were less homophobic and could experience sexual relations with more than one partner at a time of both sexes.

What do you think about the Casual Sex Project? This looks to be a wonderful site and I plan to contribute more stories of my personal experience.

You have a hookup story to share? Submit it here!