Best Friend Sex



What’s your gender? Woman
How old are you? 21
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (currently in college)
What’s your occupation? student
What’s your current relationship status? Single
Religious affiliation: Jewish
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)? 8
How many hookup stories have you here posted before? 0

Best Friend Sex

How long ago did this hookup happen? a few months ago

What was your relationship status at the time? Single

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? He is my best friend. We started hooking up about a year and a half ago when he randomly kissed me while we were hanging out. He is about 5’7 (I’m only 4’10, so it works), muscular, shaggy dirty blonde hair, pretty hairless, and sharp cheekbones. Oh and his dick is easily 9 inches.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So we’re at this music festival and we couldn’t find any acid so we decided to split a tab of Molly. It hits us and we start dancing together and kissing and touching each other. Then we decide to lay down and confess to each other how much we love each other and one day when we’re out of college we’re gonna marry each other and all of the other things you tell your best friend on molly. So the concert ends and we go home (we’re roommates – I know. surprisingly it hasn’t blown up in our faces yet) and go into his room and lay down and play with his cat.

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? Sometimes when we’re drunk or watch a scary movie or honestly just bored we’ll sleep together in one of our rooms. So I decided to sleep in his room that night.

We were cuddling and he moved his hand up and down my leg and then inward towards my pussy and started to rub it. With his other hand he squeezed one of my boobs and began kissing my neck. I turned to face him and started kissing him on his cheek, ears, neck and all over. He laid down on his back and I mounted him and we continued kissing quite passionately. He grabbed my ass, hard, and squeezed and let go over and over again. It felt amazing, like a massage. He likes to undress me, so he took off my shirt and put both hands on my boobs and squeezed so hard I let our a little moan of pleasure.

We rolled around and kissed and fondled each other for what felt like eternity until suddenly I was on my back and he was pulling down my underwear and flinging it into the darkness abyss of his room. He was the first boy to ever go down on me (when we hooked up the first time) and he was damn good. He licked me all over down there while occasionally slipping in some fingers, which felt even better. I ran my hands up and down his muscular arms and he would use his idle hand to squeeze my boobs. It was heavenly. I was moaning and calling his name and telling him how amazing I felt and then I came. Hard. So it was his turn.

He crawled back up to me and kissed me again and again until I sat up and pushed him down and climbed on top. I kissed him more and then his neck and then his chest and then his stomach and slid his shorts and boxers off and began to play with his dick. I looked up at him and he was watching me carefully. I grabbed a handful and kissed the tip. I ran the tip of my tongue around the tip because I’m a tease. Then after he couldn’t take anymore I slid my mouth down all the way to the base. I bounced my head up and down at a quick but steady pace. Whenever I needed a breath I would come up and run my whole tongue up and down the sides of his dick which made him moan really, really loudly. I continued to deep throat until he stopped me and said “I want to be inside you”

So he picks me up and throws me down on the bed. He climbs on top of me and slides right into me. At first it hurt (it always hurts a little bit at first) because he was so big and I’m pretty tiny, but he began thrust faster and faster with my legs wrapped around him and it felt incredible. I couldn’t help myself, I was moaning SO loudly. He tried to shush me a little because of our roommates but then we both said fuck it, mostly because of the molly. So he continues to fuck the life out of me while I run my hands through his hair and we kiss each other and he scratch down his back and we both moan and moan. Then suddenly he pulls out and tells me to flip over, which I do with his help.
He begins fucking me doggy style which is one of my favorite positions because of how deep he gets. He reaches around me and takes two full handfuls of my boobs and doesn’t let go. He fucked me hard and fast for 10 minutes until he pulled out to cum. Then he flipped me over and we kissed a little more until we decided to clean up.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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 cleaned up, made some food, and he went outside smoked a cigarette. Then we got back in bed and cuddled for a little while. He kissed me on the head and told me he loved me again. The next morning I had class at 9 so I was up pretty early. Before I left he kissed me again and told me he loved me again.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Intoxication

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Marijuana, hashish, MDMA, ecstasy, molly

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

What substances did your partner(s) consume? Marijuana, hashish, MDMA, ecstasy, molly

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? I told our mutual best friend and she just said, “I knew that would happen.”

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I realized I really was totally in love with him.

What was the WORST thing about this hookup? He really likes tongue when kissing and I really don’t.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Casual sex is hard to have with your best friend

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

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

Anything else you want to add about this hookup? not especially

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 think casual sex is a huge part of our generation. People these days are either afraid of commitment or want to get their life figured out before they commit to a person and worry about a relationship. I think relationships are a huge responsibility, and the only reason me and the guy above aren’t dating is because we both want to figure our lives out first. I don’t think it’s a bad thing at all so long as you’re safe and smart about it.

What do you think about the Casual Sex Project? I hadn’t heard about it until I saw something about it on Reddit about a month ago and then someone else was talking about it. I think it’s interesting although I felt pretty weird typing that story out if we’re being honest.

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