First Time


What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? Southeast Asian
What continent do you live on? North America
What country and/or city do you live in? Seattle
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? finance
What’s your current relationship status? Single
Religious affiliation:
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 to 20
How many hookup stories have you here posted before? 0

First Time

How long ago did this hookup happen? when I was 22

What was your relationship status at the time? Single

How would you best classify this hookup? I was a virgin

How long did you know the person before this hookup? Just met that day

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? In early 2000, phone chatlines were popular. I called one day because I felt like a loser being a virgin and 22 years old. I’m a relatively good looking guy but was shy. The only sexual experience I had prior to this hookup was a handjob by an older woman when I was 16. I came in less than 2 mins. She licked the cum up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We chatted for two days, getting to know each other. she was older, 27 years old, and told me there was no shame. we planned to meet that week during the day. she looked pretty but plain. she did have huge tits. we meet for coffee, then headed to my apartment. we sat and talked for about 20 mins. she noticed I was hard. I was embarrassed. she told me not to be…we kissed. she placed her hand on my cock… I couldn’t take it anymore. I got her naked. she had a very small cute shaved pink pussy. she took my clothes off. I began to suck her tits…they were giant. she pulled my cock out…I told her to be gentle. she placed it in her mouth. I was losing my mind. I never had a woman suck my cock…she told me not to shoot my cum in her mouth. she gave me head for a few mins. then she spread her legs apart and told me to slid my cock in her…i didn’t know what to do…she guided my cock inside her without a condom. I was inside her raw…about 5 mins inside her, I came…she held me inside her. she told me if she got pregnant she was okay with it. she said I was very cute. after I came, she cleaned my cock with her mouth. I got hard again and second time fucked her doggy.

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? she was teaching me to fuck…not to be too gentle. put my weight on it.. and pound her pussy.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? No

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 fucked a few more times. she wanted us to be an item. I just wanted to know how to fuck.

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

What were your motives for this hookup? Fun, pleasure, horniness

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? I don’t know / I’m not sure

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

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? Very

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? She was mad I just fucked her and left her. she wanted my kids… I just wanted pussy. her pussy was really tight.

What was the WORST thing about this hookup? I should have fucked her one more time.

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

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