What’s your gender? Man
How old are you? 39
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? DC, USA
Highest education received: Some college (not currently in college)
What’s your occupation? QA
What’s your current relationship status? Married but separated
Religious affiliation: Atheist
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)? 3
How many hookup stories have you here posted before? 0

Friendship Consummated

How long ago did this hookup happen? One Month

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? She is the quintessential stereotype of the tiny 5’0″ Asian with a cute face, pouty lips, plus a tight and perfectly proportioned body. We have been online-only friends for over six years after she sent me an IM out of the blue. The distance – continents apart – ironically allowed us to be open with each other in ways that aren’t usually possible, because there was no risk of our deepest secrets escaping confidence and being distributed among social circles. The result was a friendship that was unusually close considering the physical distance, never having met, and the limitations of text-only communication.

There was always some sexual tension, but this was never pursued due to relationship status and distance. There was just… something… about her, that was erotically magnetic. I’ve never known this feeling from anybody else, before or since. However, I regarded any sexual relationship with her as an impossibility. As typically happens over distance and time, we grew distant. Daily chats became weekly, then monthly, then an annual event… until.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? By coincidence, we recently relocated to cities that were a few short hours apart. Additionally, I was going through a messy separation and needed somebody to talk to. The friendship was rekindled, and this time, the tension was not ignored. Sex became a topic. Sex became THE topic. There was chemistry, and we drove each other crazy all night many times. We both knew it was only a matter of time.

When she asked me if I could show her around a local festival event, I, of course, said I would love to. It wasn’t said, but we both knew exactly what was going to happen.

The day arrived. I picked her up at the station. I knew she was small, but she really was tiny! I’m a full foot taller than she is.

After a few hours of sightseeing, we decided to try an early check-in at the hotel. Luckily, a room was available, and we immediately… leisurely hung out on the bed for an hour, just laying under the covers and chatting, and getting familiar with each other’s feel. Then, speech closed. Her leg crossed over mine. We shifted a little closer. My hand found the gap between her shirt and skirt. We touched and rubbed noses. Our bodies got closer. I could feel her body heat. She could feel my rapid heart beat. My hand was caressing her back under her shirt. Then, I went in for a kiss, and we were off to the races.

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? This was the most intense sex I’ve ever had. At first, I tried to go slow and build her up to orgasm like a gentleman should, but she wasn’t having any of that. I was the one on top, but she wrapped her limbs around me and clung to my body, then rocked her hips up against me frantically. Due to our significant size difference, she couldn’t take me all at first, and her motions had me ramming her cervix. I was worried that she would hurt, but she loved it! Eventually, we got the right angle, and I slipped into her posterior fornix. She went crazy and fucked me like a demon. I tried to last, but having not had any action for over a year, there was no way I could last. I warned her that I was gonna come, but she just hung on me with her vice-like grip and took my cum inside.

We spent the night together and fucked three more times. She took charge twice on top with her typical frantic energy, and then I finally was able to give her the long slow deep fucking I tried to give her at first, which gave her a body-shaking orgasm, which in turn pushed me over the edge. Again, she held me in and I came deep inside her.

It ended early the next morning when the realities of work and career were reasserted. We shared a final kiss, I dropped her off at the station and then had a typical day at work.

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? The night after, back to long distance chat, we drove each other crazy by exchanging memories of our favorite moments, and then discussing things we want to try next time. It turns out we’ve both got some kinks in common that we will be exploring when we have a chance.

Beyond that, we are likely to remain friends rather than pursue a deeper relationship. Due to our age difference (10 years), we are in different stages of life, so a serious relationship isn’t likely to work. But still, part of me can’t help but wonder ‘what if?’

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Fertility awareness (days counting, temperature), Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have

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? I have only talked about this hookup with my hookup partner.

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? Not at all

What was the BEST thing about this hookup? The overall intensity and desire, and the experience of finally knowing what it’s like to be with somebody that has just as much desire as I do.

What was the WORST thing about this hookup? This is still a long distance friendship, so now I’m craving something that is in very limited supply. Hellooooo, sexual frustration.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I have gained some confidence.

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

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

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? Personally, I have always been okay with the concept of casual sex between consenting adults, and this experience hasn’t changed my feelings on the subject at all. Having grown up in an overly conservative area of the country, I feel that sex is too important a part of sexuality to be sunned and/or suppressed. We all have the right to make our own choices.

What do you think about the Casual Sex Project? I haven’t known about this site for very long, but I think having a safe and anonymous outlet to let my experiences out is a great idea. I also am getting some vicarious enjoyment out of reading other experiences.

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