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What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Charlotte
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Programmer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 14
How many hookup stories have you here posted before? 2

My First Threesome

How long ago did this hookup happen? 19 years ago

What was your relationship status at the time? Dating casually

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? One was a girl I was dating. She had short brown hair. Decent build and a cute face. She had B cup breasts and very sensitive nipples. She was also really wild in the sack. My first anal, she would stick a finger up my ass during a blow job, blew me outside, flashed her tits and cunt to party goers, and was not concerned about people in the next room hearing her orgasm.

Other girl was very short and skinny. Not much over 5′ tall and still in a training bra at 17. Other than her bob-cut hair not my type physically, but she still had tits and a twat.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The girl I was dating said she wanted to try sex with another girl, but was a little nervous. There was a girl at her school who was into her and they had joked about it. A weekend when I was not with her the two of them fooled around after drinking A LOT. Not sure what they did, but the other girl said she had a crush on my girlfriend. I agreed because I was young and wanted to fuck two girls. My girlfriend agreed because she was the only girl to say she wanted to fuck her.

My girlfriend (GF) made all the arrangements. She also had a number of rules the other girl (OG) had. would initiate everything during the sex. OG did not want to be penetrated by my dick in any orifice. She was OK with fingers and tongue but only after I asked. If OG ever said to stop, I was to stop everything I was doing to her. At the time none of us had ever heard of a safeword.

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? We had scheduled a weekend at GF’s house when her parents were gone. Her parents were pretty wealthy and left her alone for the weekend a every so often. They were already there when I arrived and had been smoking weed and talking when I walked out to the back porch. GF had just a robe on that was partially open. The back yard was heavily wooded so the neighbors could not see. OG was in tight shorts and a tank top with no underwear on. I kissed GF and cupped a tit under the robe. I told her I as going to get a drink and poured myself a rum and coke. They came back in and sat on the couch. We talked and bit and GF and OG started kissing.

I sat and watched while OG began to kiss down my GF’s body. She seemed to know what she was doing and I took off my pants and began to masturbate. I did not interrupt them as OG was eating GF out. GF eventually orgasmed and got up to take a break. They both got a drink and we went back to the bed room.

GF said some about me looking lonely and everyone got in bed. GF pushed OG down and took off the shorts. OG had a really hairy cunt with really big labia. I remember that being the only thing that really turned me on about her. My GF dove right into OG’s clit and began to lick. I put on a condom and began to fuck my GF from behind. The entire time I was watching OG’s face who was getting into it right up until she noticed me watching her. I think that spoiled her mood and she just kind of stared at me with a bitchy look on her face.

I came and pulled out. The two of them began playing with each other and OG got back into it. I got another drink while they were playing and was pretty drunk by that point and do not remember much after that. I do remember my GF riding me while I laid on the bed. OG came over and began to lick GF’s clit while she was on top of me. I asked OG if it was good to finger her. She said yes so I ended up putting two fingers in her cunt and my pinkie finger brushing her clit. She seemed to be enjoying. I pressed my thumb into her anus and OG arched her back and pressed her ass into my hand. She looked to have cummed at that point but she was pretty stoned. I then came and my GF decided to do something a bit weird.

She got off my dick, pulled the condom off, and poured my semen into her mouth. She then looks at OG and says “Kiss me Bitch!” and grabs her. OG looked like she was going to shit her self in disgust (Which was bad as I had my thumb in her asshole still.) and tried to back away. I pulled my hand out of her and GF grabbed her face and tongued her. At this point I pretended not to see what happened, but OG pulled away and left the room. GF followed her and they were talking.

How sexually satisfying was this hookup? Somewhat

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 stayed in the room for a while. When I went back out they were high again out on the porch. OG had changed and GF had put her robe back on. I was still pretty drunk, but brought out some food for us to share. No idea what they talked about, but the next morning OG had left, my GF acted as if nothing had happened and things kind of went on as normal until we broke up a few months later. Never saw OG again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Didn’t want to disappoint my partner

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

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? Told another hookup about it, but have never told anyone else about it.

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? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Fucking my GF from behind while she ate out another girl.

What was the WORST thing about this hookup? I did feel bad for OG. She had no interest in boys and got talked into the threesome just to fuck GF. Maybe she hoped GF would be into her, but GF probably just wanted to say she had fucked a girl. I knew she had a had 1 threesome being DP’d by two guys.

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

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

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

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