Cheating On My BF With A Friend And Some Strangers

by NewToThis

What’s your gender? Woman
How old are you? 22
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Retail/Bartender
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 14
How many hookup stories have you here posted before? 0

Cheating On My BF With A Friend And Some Strangers

How long ago did this hookup happen? Yesterday

What was your relationship status at the time? Same as current status

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 best friend is a little taller than me and thin as a board. She’s a brunette with a gorgeous smile. The two guys were friends, we met them while ago when we were out on the town. One of them was white, the other one was black. They were both in okay shape, not great, but not overweight either.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My friend Lisa and I went out clubbing and the two guys ended up buying us some drinks. The night was coming to an end, but the guys said they would treat us to some more drinks back at the black guy’s house. We took an Uber. When we got to their place, we shared some drinks as promised. I mentioned my boyfriend, and the white guy looked disappointed. He had been flirting pretty hard. We ended up sitting on the couch making small talk while Lisa and the black guy were making out next to us. She started sucking his dick, and I couldn’t help but watch.

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? My best friend stopped to kiss me when she noticed me watching. At that point I kinda stopped caring about my boyfriend because I was drunk. We started sucking his dick together, but I think that pissed the white guy off. He then pulled down my shorts and soon I was getting fucked in my mouth and my pussy.

We basically paired off. My friend was riding the black guy on the couch while the white guy was fucking me from behind. Eventually, the guys decided to switch and I started riding the black guy while Lisa blew the white guy. Lisa made him cum with her mouth so she started eating me out while I got fucked and I don’t think there’s anything better than that in the world. The black guy came on my tits, and he brought Lisa to his room to sleep while I stayed with the white guy in the living room.

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 briefly felt guilty but then I realized it doesn’t matter if my boyfriend doesn’t find out. I had fun.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, Everyone else was/is doing it, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol, Marijuana, hashish

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? Somewhat

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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 friend only.

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

Did you get emotionally hurt as a result of this hookup? A little bit

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? Lisa going down on me while I got fucked.

What was the WORST thing about this hookup? The white guy’s attitude.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I realized cheating doesn’t matter if no one finds out.

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

All things considered, how NEGATIVE was this experience? A little 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? I wish I had more of it in college.

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