My First Orgasm



What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? Southeast 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? Marketing
What’s your current relationship status? Single
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)? 7
How many hookup stories have you here posted before? 0

My first orgasm

How long ago did this hookup happen? Over 15 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

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? “Lynn” sat beside me in my science class. We got to know each other a bit when we did science experiments in class. At that age, I was horny all the time and curious about sex, but not many people were really dating in school. Lynn was a little heavier set to interest me, until I saw her one weekend in her figure skating costume at the local skating rink. He short skirt showed off her sexy legs and thighs very well. I got hard just looking at her. Ever since then, I found myself glancing at her legs as she sat next to me in class, even though they were in tight jeans.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? During winter break, we had a class science project. I went over to her house to work on it. No one else was home at the time other than the two of us. During a break, we started talking about sex education classes. The girls and boys had different classes. We told each other what they taught in the different classes. We were laughing and at ease with each other, so I felt comfortable enough to ask her is she wanted to try having sex. She agreed. It was curioisty and for the fun of it.

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? We took off our clothes. We stood watching each other for a moment. I got a hard on right away. We started masturbating each other. Then I used the tip of me cock to probe around the outside of her pussy. We played with each other like that for a while. I asked if I should slide it in, and she said sure. We weren’t using a condom, since we were both virgins and we were not worrried about STDs. It felt awesome sliding into her pussy. I was sliding in and out and enjoying that sensation. The great thing about it was that we were both asking each other how it felt. We both liked the feeling.

She moved to a position that felt good for her, and then we just enjoyed my cock sliding in and out of her pussy with a nonstop steady pace for around 15 minutes or so. All of a sudden, I felt like I had to pee. I pulled out and told her I had to go to the bathroom and ran there. When I got there, I couldn’t pee. She asked me if I was okay. That’s when we realized that I just had an orgasm. That first time felt like having to pee, but not exactly. It felt more pleasureable. I told her this. We agreed to try again. She went to her sister’s room and pulled out a box of condoms. We fucked a second time. The sensation was different with a condom on, but we were both still enjoying it. I had a second orgasm and this time I kept thusting while I came. It felt stronger and more satisfying. Then she wanted to have an orgasm. So we fucked a third time. It took a long time fucking her, but then she started rubbing her clit while I was thrusting and then she started saying, “oh my god, oh my god, and then she came.

We fucked two more times. Each time, it felt better as I got used to the feeling of an orgasm. She also said that she enjoyed learning about how to enjoy an orgams.

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? I called her the next day. She said she didn’t think we should do this again anymore. I was hurt by that. It was awkward also having to sit beside her for the rest of the year, but we eventually acted like it never happened. It was the best introduction to sex that I could have ever hoped. Seeing how she learned to have an orgasm, by having me thrust into her at a certain position, and having her rub her clit, I am sure this is still a method she has learned to enjoy.

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, Learning new things, experimenting

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? Somewhat

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

How wanted was this hookup for your partner at the time? A little bit

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 didn’t talk to anyone, but I found out that she told her best friend a few years later.

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? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? It was fun learning how to fuck as we told each other how we were feeling and we gave each other instructions on what position maximized the pleasurable sensations. In the process, I fucked her five times.

What was the WORST thing about this hookup? We did not continue with any sexual relationship.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, it gave me confidence in my sexuality, and I learned that it can be fun to act like you don’t know what you are doing and

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?

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