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What’s your gender? Man
How old are you? 41
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
Highest education received: Some college (not currently in college)
What’s your current relationship status? In a serious relationship (monogamous)
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 10 or so
How many hookup stories have you here posted before? One

My One & Only Threesome

How long ago did this hookup happen? 14 years ago

What was your relationship status at the time? In a relationship (monogamous)

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? My ex-wife (girlfriend, at the time) was short, petite, and smoking hot with a South American background.  I’ll call her A.
My housemate and long time friend was a quiet guy.  I thought he was a virgin at the time – it turns out he came out of the closet a few years later.  I’ll call him B

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My girlfriend at the time ‘A’, my housemate ‘B,’ and I were out with a group of friends and decided to come home to continue drinks. About 7 of us were at our house and for some reason A starts loudly proclaiming, “We should all have an orgy.” She repeated this a few times but I laughed it off, thinking there was no way she was serious, as she wasn’t into that sort of thing. I could see other guys taking it more seriously hanging back, but once they realized I wasn’t letting it happen they gradually said their goodbyes.  They left me, A, and our housemate B to call it a night. But the seed had sort of been planted so I guess A instigated it.

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? Well from here, A and I headed to bed and B did the same to his room. A and I started drunken fooling around which probably wouldn’t go anywhere but somehow A got onto the topic of having a threesome with B. We had never done anything like that before – we’d never even discussed it, but I was keen. Now years ago there was no way I’d be up for sharing my girl but I was very interested so I told her I’d go hit him up. So I went and awkwardly asked him (took me a while to finally blurt out, “We were wondering if you were up for a threesome?”). He was very taken aback but ended up declining. So I said goodnight went back to my girl and told her. She then decided to go try to talk him into it – she was gone for some time I was half asleep when she returned. But B was now keen and my girl said it was her pleading over and over, “Don’t you want to fuck me?” that did the trick.
So we got to his room and it was on – we all got naked pretty quick and A started to suck us both alternately just like a pro porno star. B was a bit self conscious of his size said jokingly, “No comparing.”
Next thing I know, B is laying on his back while A is giving him head so I pull her into doggy and eat her out for a while then proceed to start fucking her from behind. From there it’s a bit of a blur, but B and I took turns fucking A while she was sucking the other’s cock – not sure how many times we swapped but the only time A didn’t have cock in her mouth or sweet pussy was when B became self-conscious again and wanted a bit of one on one; I left them alone but couldn’t help to peek around the corner while my girl was riding B cowgirl – a vision I’ll never forget and that I loved watching. B soon realized and he wasn’t into being watched so I rejoined them and  it sort of died down. We all sort of came to a standstill but B masturbated while me and my girl watched. My girl at this point started asking B if he ever heard us fucking and if it turns him on – he replied, “Yes sometimes,” before B soon came, and at this point we realized that was it for the night. I think B was very embarrassed at this point, so A and I said goodnight and headed to bed and passed out.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

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? Well in the morning my girl and I talked about it she was amazed and pleased I’d let it happen. I had no problem since it turned us both on; then we fucked and this time I came hard inside her.
Things with B were awkward for a while we still lived together – we all pretended it didn’t happen and never talked of it.  After some time it all returned to normal but we never repeated it and A and I never delved into threesomes again. We ended up marrying and B was one of my groomsmen – A and I split a few years later.  We don’t have contact with each other but still have B as a mutual friend. B came out of the closet a few years later which makes me wonder if my presence that night is what got him going.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Thought it was an important experience to have, Intoxication, Just happened, I don’t know why, just went along with it

How intoxicated were you? Completely wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Completely wasted

What substances did your partner(s) consume? Alcohol

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? My girl ended up telling my sister (they were good friends).  She was shocked but not judgmental.
I told my current partner years later – she couldn’t understand it and was very judgmental and upset.

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? Experiencing a threesome and watching my girl getting fucked by someone else.

What was the WORST thing about this hookup? Things were a little awkward with B for a few months after.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’ve never been into casual sex would love to but never had the confidence.  This made me realize I have no problem sharing my girl and love the idea of MFM threesomes as long as men pay attention to the girl only. If my current partner ever expressed interest I wouldn’t hesitate.  It also made me realize it was not a good idea to involve a friend or housemate.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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? No problem with it, if I was single at this point in my life I would seek it out.

What do you think about the Casual Sex Project? Fantastic, I can’t get enough!  I read every story daily – I’m not fond of gay stories but I read them also and they do turn me on to a degree.

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