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What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: High school diploma
What’s your occupation? Trades
What’s your current relationship status? In a serious relationship (monogamous)
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Married Mom Of 3 (Lost Virginity)

How long ago did this hookup happen? 13 years

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? She was about 5’9” with 36C breasts, a small waist, and was no more than 125lbs. I was about 16 at the time and was drinking and partying with my friends. We were all pretty drunk.
As the party died down, we all went our separate ways. I was walking home from where we were partying at about 2 am (about a 30-minute walk from my house). She was my neighbor and lived just up the street with her husband and 3 kids. She had just so happened to drive past me and notice me walking alone and offered me a ride. She worked at the bar and was on her way home from work. She joked about how cute I looked this drunk. She didn’t seem to mind when she noticed me staring at her cleavage in her tank top.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began in her car. She made a quick detour to the gas station to pick up some cigarettes. She initiated the hookup, and she was joking about how she found it funny that I was with a group of cute girls drinking and still ended up walking home alone. She said, “I bet you were the cutest guy there!” I told her I wanted to hook up with someone that night, but I was a virgin and didn’t know how to seal the deal. I must have set off something within her when I said the word virgin because she quickly ramped up the sexual tension between us as soon as I mentioned it. She drove over to the beach parking lot where it was dark and empty right near the gas station. She parked the car and turned up the radio and lit a cigarette. We had a little bit of small talk while she finished her smoke then she hit me with a question that took my breath and I will never forget it. She sais, “ I see you checking out my tits. Would you like to see them? Is this your first pair?” With a devilish grin, I was quick to answer YES! Without missing a beat she removed her top and bra and her bare breasts were inches from me. She stared into my eyes and face while I stared at her breasts. She then took my left hand and placed it on her breast and told me to play with them a bit, after all, it was my first time touching any. As I fondled her tits, she reached over me and pulled the lever that laid my seat fully back. She straddled I top of me and started grinding my now fully erect crotch, tits in my face, slowly dry humping me to the song “Promiscuous.” She undid both of our pants and freed my erection and slowly caressed my cock she asked if I really wanted to fuck her. I said yes. She then begged me to make sure her husband never ever found out about this, and I agreed! She guided me inside of her pussy raw, and slowly glided up and down my cock, me going a little bit deeper every time she came down. She rode me until I came inside of her, no word of a lie, 5 times. It was my first time, so it was very easy to set me off. The whole hookup must have lasted only 45 minutes or so. Every time I came, she would say, “Mmm baby, don’t stop yet,” and I managed to stay hard until that 5th orgasm.

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? I was nervous, but she took very good care of me. After we finished, she drove me home and that’s the last we ever spoke of it. We would flash each other a smile every time we saw each other after that. I have since moved away, and I wonder what she’s up to all these years later.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? I don’t know

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 felt amazing. I had a renewed confidence in myself, but I always wondered about her marriage after that. Does this happen often? Was it her first affair? I’ll never know, but I’ll always remember it.

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, Learning new things, experimenting, Thought it was an important experience to have, Intoxication, To feel better about myself, To feel more desirable, I was feeling lonely, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? I don’t know

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? Somewhat

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

To whom did you talk about the hookup? How did they react? Nobody

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

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

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