Fuck Buddies with Unfinished Business



What’s your gender? Woman
How old are you? 30
What’s your race/ethnicity? Whitewashed Asian
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? Teacher
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Spiritually in tune
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 30+
How many hookup stories have you here posted before? 1

Fuck Buddies with Unfinished Business

How long ago did this hookup happen? 4 years 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 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? Jack is vile-mouthed, dark-haired and handsome. Huge pothead, likes to party and play around with drugs, and is fairly athletic with a sturdy frame. We met through mutual friends a long time ago, but became close friends when we both randomly decided to move to the same city.

A couple years before that, we got really drunk at a bar and started making out at aa bar. We took things downstairs into the women’s bathroom to get a little friskier, but got kicked out by the security guard only moments after he had me pressed up against the door, moaning because he had just slid his finger into me. Our short sesh was rough and heated, with a lot of biting.

We never really did anything again after that because we were both in relationships.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had been spending a lot of time driving together and exploring our new city (as platonic friends) for a couple of weeks. The long road trips and meals gave us a lot of time to talk about our mutual favourite topic, sex. He would tell me about all the kinky shit him and his Ex would get into and I would tell him about all the messed up fantasies I had. We also swapped a lot of trophy-type sex stories together. The tension between us was obviously growing, but we both had just gotten out of long-term relationships, and we weren’t sure if we wanted to stress out our friendship too much by adding in the orgasm factor.

We did a little bit of cuddling and that kind of shit, but somehow still in a sorta platonic way to help curb each others loneliness. When we went out to parties, we would wing-man each other and would swap stories about the people we’d been with the next day.

Since we were both new in town, we had to share a room in a temporary house before we moved into our new apt. Our room had these MASSIVE 12foot long bunkbeds. I was in the bottom bunk and he was in the top.

Some nights I would touch myself thinking about him being so close that he could smell my wetness…During all this, we both started casually seeing people and would swap stories about the sex or about where the other person fell short. The tension between us was like a fucking bomb just waiting to go off, and I knew that the moment it did it would be unstoppable and SO, SOooOo good.

Finally, one night while I was playing with myself, I couldn’t take it anymore and said ‘fuck it’, and climbed into his bunk. He didn’t fight me.

We immediately began eating each others’ mouths hard. One of my hands was cupping his chin while pressing my thumb on his lip, and the other was reaching and stroking his hard cock through his boxers. He started biting my neck and shoulders forcing my head back by pulling my hair. My body was writhing uncontrollably under his lips as he moved his way down to my breasts. It was winter and our house was so cold, so my nipples were tight and extra sensitive when he danced his tongue around them.

Aggressively, he grabbed both my wrists with one hand and pulled my whole body higher up on the bed (12 foot long bed!!) so that he could bury his face in my dripping cunt.

THE BEST FUCKING CUNNILINGUS EVER. Expertly carried out like a fucking pie-eating champion. It was like he was in perfect tune with my mind/body. Just at the brink of exploding, he slammed his fingers into my pussy and I screamed. I don’t know why, by I demanded to know how many fingers he put in there and he said it was only one! “Why, you want another one?” He says dominantly to me before forcing a second finger into me. Then suddenly he’s eating me again and I’m totally fucking losing it. Moaning freely and just letting myself orgasm and beg for more.

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? So the whole time he’s talking dirty. Telling me about how he’s always wondered what my pussy tastes like and how he wants to make me cum and feel what it’s like to be fucked properly. It was the first time I ever found dirty talk seriously sexy.

Finally we move down to the lower bunk so I can ride him, but he ends up spinning me around and forcefully pushing my head and back down onto the bed. A moment later he’s filling my tiny pussy up with his fat cock and just pumping me while his arm is still pressing my face into the bed. I can’t control myself and am still screaming and moaning freely into my mattress. His dick is so hard that it’s seriously rubbing all of the harder to reach areas in my pussy and i’m clenching all around his manhood. I feel his orgasm making its way up his shaft and he pulls out just in time to blow his massive load onto my ass and thighs with a groan and a shudder.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Welllll…first off, it turned out that our landlord had come home during it all, and we weren’t expecting him that weekend so we didn’t even close the bedroom door all the way… awkward! I was soooo embarrassed because we lived in a small town and our landlord was mutual friends with our friends, including one that my roommate was trying to fuck… Anyway, we decided that my roommate had to go and talk to him to apologize for our indiscretions, but or landlord really didn’t care much.

This began a really fun FWB situation for us. We never once expected any sort of exclusive relationship of each other and we had very similar sexual appetites.

Sometimes I would come home from a date or weekend with a guy I was casually dating at the time and my roommate would ask me if I needed a proper fucking, or I would tell him that I would be fucking the guy, but thinking about him… This would lead to my roommate dominating me or us fucking on the kitchen counter, stairs or living room floor to fulfill my fantasy or needs.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Power / Dominance, Submission / Relinquishing power

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

To whom did you talk about the hookup? How did they react? No one at first. In fact, we denied it to everyone, but all of our friends back home suspected. Many people in town thought we were dating because we were always together, but we were strictly discreet about our steamy nights.

Later on we eventually admitted it to a couple of our friends, but we had already moved to different cities by then.

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The mind blowing exploratory sex. Sneaking in and out of his room at night so our landlord didn’t know it was an ongoing thing.
Being dominated and the rougher treatment I’d always fantasized about.

What was the WORST thing about this hookup? My roommate eventually called me out on using him because i “only wanted sex when I was in the mood but didn’t give a fuck when he was horny”… I think maybe I turned him down for a blowjob once. (I wasn’t really into giving head back then…)

It definitely changed our friendship and I missed having him around after he moved. We rarely speak now and are both in committed relationships.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I never thought about having a FWB before really because I thought I’d get too attached, or feel like I was being used. Neither of these things happened on my end, and my roommate was a good guy that also happened to be into me and looking for the same thing so it was all kind of perfect.

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

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

Anything else you want to add about this hookup? He was the only longish-term friends with benefits I’d ever had. It was a mostly great experience, although some friends thought that he was getting more attached than I wanted (and they didn’t even know we were fucking!)

Overall though, I think everyone needs one of these in their lives. After our first encounter in the bathroom, I’d always wondered what it would be like to fuck him, so I’m glad I finally did AND that it turned out even better than I’d hoped for.

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? There is a time and place for casual sex and making love. As long as both parties are doing the same kind, it’s all part of healthy living.

What do you think about the Casual Sex Project? It’s great! I’ve even mentioned it to a couple of my friends.

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

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