With Girlfriend’s BFF

by Jamie

What’s your gender? Man
How old are you? 20
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Florida
Highest education received: Some college (currently in college)
What’s your occupation? Retail sales
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 0

With Girlfriend’s BFF

How long ago did this hookup happen? 2 years ago

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

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For 1 to 3 years

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? H is my girlfriend’s BFF, they grew up together. She has long black curly hair, dark brown eyes, flat muscular chest, rocking body with a smooth flat tummy, 6-pack, and a belly ring. In school, she was a very competitive athlete and lifted weights. But, she also has bad acne scars, a long jawline, and big buck teeth.

To put things in perspective, my GF is smoking hot. She’s a natural dirty blonde with blue eyes and in great shape. I’m the lucky one in this relationship.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My girlfriend was attending school a couple of hours away on a soccer scholarship and I only got to see her on occasion and I worked with H at a cell phone store. Old men hit on her all the time and were constantly trying to get her to load her number in their phone. It had been a month since I last had sex and I found myself checking her out more and more. She noticed. When it was slow, she would tease & say stuff to me like, “It’s been so long since I’ve had a good lay. I need a hard cock to pound me good.” On days she wore a skirt and we’d have lunch together, she’d show me her panties once we got in the car.

H knew I was faithful and committed to my girlfriend but when she went off to college, H surprised me with an offer to have sex anytime. She became very ‘touchy-feely’. We began sexting and she told me how my girlfriend would brag to her about how big I was and she wanted to experience me. She’d put ideas in my head, “If your girlfriend is cheating, you’d never know.” On night’s I knew my girlfriend was attending a sorority party, she’d send texts, “I bet she’s fucking a random frat guy right now.” I knew what H was doing and tried to maintain a clear mind.

It’d been 2 months since I last seen my girlfriend and H and I were closing the store Saturday. It was 6pm and she asked me to come over and hang out. I knew her parents were gone for the week and she had the place to herself. I told her I’d better not. We were in the parking lot and she walked up to me, grabbed my crotch (I was already hard) and said, “If you come over, you can do anything you want and no one will find out.” I slid my hand up her skirt and felt her smooth muscular ass and told her I would be by soon. I went to the drug store next door and bought a box of condoms.

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 I got to her place she was already naked. I was hard and H went straight for my dick. I ran my hands through her soft curly hair as she gave me the best head ever. It was wet, sloppy and she could deep throat all of it. It took everything for me to hold back and not cum. I was glad the lights were dim, I think it helped me stay hard. She put the condom on and got on top. Her pussy was tight and felt good. She kept telling me I was big and acted like she was struggling to get it inside. I offered oral but she told me she was wet enough and just needed to relax a little. I was all in and she began grinding me. I felt her gush as she got her rhythm going. She rubbed her pussy and squirted a few times. She had an orgasm then bent over the bed. I rubbed her smooth muscular ass, grabbed her hips and thrust inside her fast and hard. She let out a loud, “OH YES!” and I fucked her as hard as I could until I finished. She asked me to stay the night and we could fuck more. I sent a text telling my parents I was staying at a friend’s house to game. We fucked all night.

The next morning, I felt bad for cheating and wanted to leave. H reminded me that I don’t know what or who my girlfriend was doing while away and suggested I have fun now and we would keep things on the low. She told me if I stayed, she’d make sure I’d have fun.

We were both exhausted so relaxing by the pool was nice. H put on a g string bikini and I stayed hard looking at her body. We fucked a lot that day. She took me into their fitness studio. The room was surrounded with mirrors and she had me lay on the weight bench while she rode me. We did many positions until we both got off. She told me afterward, she’s always wanted to have sex in that 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? We hooked up regularly until my girlfriend lost her scholarship due to a knee injury. She had to come back home to finish her degree at the same college H and I attend. I was glad my girlfriend came back so we could have sex more often.

The three of us still hang out like nothing happened.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Just happened, I don’t know why, just went along with it, 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

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? A little bit

Why do you regret this hookup? I was cheating on my girlfriend with her BFF.

What was the BEST thing about this hookup? Seeing her naked. The sex was great!

What was the WORST thing about this hookup? Nothing. We both had fun!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I miss having sex with H. She gives amazing blow jobs, her body’s insanely muscular and she’s fun to fuck.

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

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

Anything else you want to add about this hookup? My GF is a hottie, I know she was in a sorority and attended many parties while she was away. I’ve been curious and asked if she liked being in a sorority and how were the parties. She avoids talking about it and tells me she’s glad to be home. I agree with H, it might be best to not open Pandora’s box.

What do you think about the Casual Sex Project? Cool site to share stories.

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