My Friend

by Some Guy

What’s your gender? Man
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Columbus
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Bank Accountant
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? None
How many sexual partners have you had in your life (including oral sex)? 1
How many hookup stories have you here posted before? 0

My Friend

How long ago did this hookup happen? 1 year 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 more than 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? Liz. She is tall (For a girl), slim, kind, and beautiful. I’ve known her for years since middle school and we only knew each other and it has always been like that. She was really pretty. All the guys hit on her when her cousin wasn’t around (Both went to the same schools) but I never did that. I was always the nice guy around her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Me and Liz both went to the same University and we both knew each other there. I had her number and for spring break we both separately were planning to go back to our hometowns. Somehow she found out that I was going back too and offered me a place to stay over there (Her Parents were out for spring break taking her brother to Florida and my parents left the area already). I agreed and I drove her home.

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 we got to her home, it was already late at night so she showed me my room and I slept. Next day we went out visiting and a couple days passed. One day I was jacking off to some pictures of actresses in my room on a laptop. I thought she was out so I didn’t lock the door. Turns out she was going to visit her friend’s place and she had left some stuff of hers in my room years ago. She opened the door and just stared at me masturbating. I stared back and we both didn’t say a word. Finally I broke the ice and apologized (I was her guest after all). She replied, “It’s ok. Hey everyone jacks off, I do too.” I was still really embarrassed and took my hand out of my shorts and got up. Liz bit her bottom lip and said, “No, no please continue I really don’t care.” I was kinda shocked, not what I was expecting. She then said, “Look I’ll do it to so you’re not afraid to masturbate.” She then pulled down her leggings below her crotch area and I saw her black cheeky panties. She turned around and said, “Do you like what you see?” She got on the bed with me and started to rub her clit under her panties. She said, “I’ll masturbate and you masturbate too, just look at me so you can get horny.” I started to jack off too but she told me to pull down my shorts and do it. I did and she stared at my dick and rubbed her crotch area even faster. I could see that her underwear was slowly getting wet from her vagina. She then stared into my eyes and I stared back as we both masturbated. She got in closer and kissed me. We then started to make out and her tongue went inside mine and went all over my tongue. I put my hands around her back moved them down to her butt and squeezed. She then took off her shirt and she smiled at me while I stared at her bra-covered chest. I put my hands under the bra cups and squeezed her breasts. Soon enough she got on top of me and started fucking me. After a while she got off and laid on my lap. She asked me to spank her butt. I was kinda shocked, I never realized she was this kinky. I obliged and I spanked her butt and watched it jiggle. She then kissed me again and we slept together.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? Next morning she woke me up and she was horny. So she tried on some of her clothes and underwear for me. She sat on my lap and put my dick right next to crotch but in between her legs. She then applied pressure to my dick by squeezing her legs and I jizzed on her legs and face. She got dressed and I went to go get dressed. I then realized I forgot to pack boxers and only had the one pair from last night. Lets just say some “stuff” got on it so I did not want to wear that again. I asked Liz for a solution and she naughtily smiled at me. She said, “Well it looks like I have to give you some of my underwear.” She laughed but I was not happy. I’m not one of those cross dressers or have a underwear fetish, so this didn’t serve me in any way. But I was out of luck so I wore whatever she gave me and whenever We both sat on the ouch, she just stared at my crotch knowing I had on some of her panties. I guess she found it horny and she masturbated on the couch. Go figure. During the rest of the break, we had sex at least six times and we usually masturbated together. I wore many of her panties and she had to go buy new ones for both of us since there was not enough underwear to go around. I literally have no idea why she didn’t go buy boxers for me and I couldn’t go because she actually threatened to kick me out if I didn’t wear her underwear. Hey I wasn’t complaining since I have a place to stay and she was hot willing to fuck me. After the break we kept in touch and she would come to my place and just hang out. It never got as crazy as spring break but it was nice having her around. We graduated and went our separate ways. Kinda sucks since we had a connection and we knew each other for years but life happens.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, 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? A little bit

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Somewhat

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? No one

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? Well we went our separate ways and will probably never see each other again. I hate losing people I’ve known for years and in a non-sexual way I kinda miss her and all of my classmates.

What was the BEST thing about this hookup? The fact that we knew each other for years and that she was really kind.

What was the WORST thing about this hookup? The fact that we will never see each other (She got a job across the country, we never had a legit relationship)

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yeah, it did.

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

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

Anything else you want to add about this hookup? Nah.

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? It’s good in moderation.

What do you think about the Casual Sex Project? Awesome

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