by William

Gender: Male
Age: 23
Race/ethnicity: White
Current location: Cambridge, UK
Highest education received: High school diploma
Occupation: Insurance Broker
Relationship status: In a relationship
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Threesome With My Best Friend

How long ago did this hookup happen? 2 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One night only threesome

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 girlfriend at the time was blonde, around 5″9, large DD cup tits, slim and a perfect bubble butt. My friend is around 5″11, also very slim and dark hair. I had been with my girlfriend for around 18 months at this point and I had known my friend since we started secondary school.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had been out drinking with a group of people. We’d had a laugh, lots of singing and dancing and the booze had made my girlfriend and I horny so we left early. We went back to my apartment and after the usual fantastic blowjob we began to have sex.

Midway through my friend called and said he had no way of getting home as he lived out of town so asked if he could stay the night. My girlfriend and I had already discussed our fantasies together and watching her get fucked was a big one for me. We instantly thought we should initiate this when he came up.

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? When he arrived he was still quite drunk (as were we) but quickly noticed what we had been doing. My girlfriend started to nudge him to come to her and he awkwardly looked over at me. At this point I was horny as hell so I said to him “Go on. It’s fine”. Immediately he dived into her shaved pussy and started to eat her out. She started to moan and was loving his tongue action. I sat and watched whilst rubbing my throbbing cock.

My girlfriend eventually ushered me over whilst my friend was eating her pussy and started to suck my cock. It was the hottest thing I had ever done. She was still moaning as she sucked my cock. I switched then with my friend and watched as he got sucked off by my girlfriend. It didn’t take long for him to give in to urges and then began fucking her. I watched as he thrusted his cock inside her. He was about the same size as me which was still no problem for my girlfriend. She was having the time of her life. Again whilst he fucked her she sucked my cock. He changed between fast and slow. He knew what he was doing. We swapped after a while and I fucked her doggy style whilst she sucked his cock. I was grabbing her ever so perfect ass and slamming her so hard. We switched back again and she sucked my dick whilst being fucked until I couldn’t take it anymore and blew my load all over her tits. The orgasm was INSANE. I had never orgasmed like that before. They kept fucking for a little while longer until he eventually came over her stomach.

We were all out of breath and my girlfriend was weak at the knees. We all fell asleep. I woke up in the middle of the night and found my friend and girlfriend fucking again. They didn’t know I saw them but I still watched. My girlfriend was loving a new cock to fuck.

Did you have an orgasm? Did your partner(s)? My friend and I did. I don’t know if my girlfriend did or not.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Neither of us wore condoms but she had the implant. My friend didn’t know this but I obviously did.

What were your REASONS for having this hookup? We were all horny and I was desperate to fulfill a fantasy.

Were alcohol or drugs involved? If so, how much? Lots of alcohol.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? The morning after was very awkward. Least of all because my friends girlfriend was wondering where he had got to that night. He awkwardly left not long after getting up.

To whom did you talk about the hookup? How did they react? I told a few friends that I had had a threesome with  friend but didn’t specify who. They all thought it was pretty cool.

Was this a consensual and/or wanted experience for you? For your partner? It was consensual for all. We all wanted it.

Do you regret this hookup? If so, why? Not one bit. I fulfilled a fantasy and we all got laid!

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was finally fulfilling a fantasy. It was so hot watching my girlfriend get fucked by someone else.

The worst is probably that my friend cheated on his girlfriend. But she obviously wasn’t satisfying him at the time. Why else would he have gone through with it right?

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 or anything else? It hasn’t happened again. It was a little awkward for a while but we all moved on.

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