Cumming Together

by Karl

What’s your gender? Man
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? >15
How many hookup stories have you here posted before? 1

Cumming Together

How long ago did this hookup happen? 8 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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? We can call her Sabrina for the purpose of this story. We went to college together. I knew her to be pretty quiet and reserved, but we were in the same group of friends. I had just moved to NYC and was newly single, and our local alumni chapter had a wine tasting event. We connected there and realized we lived around the corner from each other. We hit it off and as she was single, we exchanged numbers at the event and she told me to call her sometime. She is brunette, about 5’6″ with a runners body, small perky tits, nice legs, and an amazing ass.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So our first date was great and it was a few weeks later. We went to a nice French restaurant and talked about a lot of different things and caught up in general since we had both been out of school for several years. She had traveled to different places and dated a bunch of people. There was a connection and a spark between us. We held hands after dinner and I walked her back to her place. We kissed and agreed to meet up in a few days. Fast forward to another dinner closer to my apartment and we were leaving. I asked her if she wanted to come up to my place for a nightcap and she agreed. Once we were in the elevator, we started making out and then into my apartment we went. We didn’t bother with the drink and instead I pushed her up against the wall and pressed my body into hers as we kissed passionately. I was already rock hard and felt her warmth through her jeans.

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? Once our clothes were off and we were in my bedroom, I peeled her panties off with my mouth and dove into her soaking pussy. She started moaning and I stuck a couple of fingers inside her. I came up for air and said: “ladies cum first…” I went back to eating her snatch and she came hard. I could tell she hadn’t been fucked properly in a long time and, out of breath, she said: “I want you inside of me”. I gladly obliged and slid up into her. My cock is pretty big but is more girth than length, and my whole 7″ barely fit inside of her. I could feel her stretching out to accommodate me and her eyes rolled back as I gently worked my way all the way inside her. We kept going like this and worked into a great rhythm. Our body chemistry was amazing and we met each others thrusts and strokes in great coordination. I wanted her to ride me so we switched. She got on top and masterfully rode me for a few minutes. As the pace quickened I could feel my orgasm building and her breath got shorter while her moans got louder. I warned her that if she kept fucking me like this I was going to cum. She got this sick grin on her face and started slamming down on me as we exploded together. I blew a massive load of cum deep in her tight pussy and we held each other as my cock kept releasing jizz inside her for what seemed to be an eternity. We were both exhausted and feel asleep together. The following morning, we did it again except I was on top and pounded both of us to a great orgasm before we had to go to work.

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 grabbed a coffee and went our separate ways, but kept hooking up like this. Dinner and then lots of great fucking, for the next two months. A memorable time was cooking dinner for her at her apartment and then having raunchy sex in her bedroom. I was nailing her doggy style and the bed was slamming so hard against the bedroom wall that we could hear the neighbors shouting for us to tone it down. She ended up calling it quits two months in because she wanted more than “casual dating”, despite the great sex she wanted long term commitment and I wasn’t ready to give her that.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, 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

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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 my friends and they were impressed that she was up for a lot of bareback fucking and me blowing inside her regularly.

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Amazing sex where we almost always came together. No condoms and she had great stamina. We always worked up a great sweat and fucked each other silly.

What was the WORST thing about this hookup? Her deciding she wanted to have a long term relationship and I clearly wasn’t ready.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope – I think casual sex is great but you need to be prepared for someone wanting something more than you especially if the sex is amazing.

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

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

Anything else you want to add about this hookup? I have messaged her from time to time and dropped hints that I would be in the area for work. She never took the bait as we are both married now but I bet if we got together for a ONS it would be super hot. I still think about her from time to time when I’m fucking my wife.

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 that it’s hard to be with just one person. Variety is the spice of life!

What do you think about the Casual Sex Project? Great! Keep it up.

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