What’s your gender? Man
How old are you? 28
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: Some college (not currently in college)
What’s your current relationship status? Single
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)? 20
How many hookup stories have you here posted before? 2

Car trouble

How long ago did this hookup happen? 2 years

What was your relationship status at the time? In a relationship (monogamous)

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? She was 5’5″ about 130lbs, light brown/blonde hair with brown eyes, small A-cups but had legs and an ass to die for. She was a single mom but had a very active lifestyle so her body was very fit. We had gone to school together but didn’t really get to know each other util our 20’s, when I was her bet friend’s fuck buddy. I was into her and made a few passes at her but she was always very shy and had walls up so I eventually got bored and moved on.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I think it was a rainy Thurdsay night, I got a phone call at about 10pm. She had gone to drop her kid off at the dad’s place and her car wouldn’t start. We were close enough that she knew I would help if she ever needed it. Her parents were out of town and I was the only guy she knew aside from her dad she could think to call about car trouble. I went to get her and got the car running and told her I would follow her home to make sure the car didn’t leave her stranded again. We arrived at her parent’s place [she was house sitting] and I didn’t intend on staying but she said I should come in for a drink and we could catch up as we hadn’t seen each other in a while. I agreed to one drink even though I knew I should just go seeing as i had a girlfriend. As soon as we got inside I knew I was in trouble, walking up the stairs I couldn’t help but stare at the perfectly shaped ass right in front of me. Once upstairs she left me in the kitchen saying she needed to change into some dry clothes. She returned in a snug little t-shirt that made it very clear she had ditched her bra and a pair of light gray leggings that left little to the imagination, providing a slight outline of her lips and making that ass look even better than before. We sat on bar stools at the kitchen island and had our drink and talked, all the while I couldn’t help but feel like she was flirting with me then touching my leg which seemed completely out of character for her, but I went with it and finished my drink and got up to leave. She followed me to the door where we hugged and that’s where things went sideways, as we broke away from each other we just looked at each other in that strange way and before I knew what I was doing I started kissing her and she kissed back and we attacked each other from there on.

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 made out wildly with our hands all over each other as we made our way upstairs, where we started to undress each other. We removed each others pants, she let out a gasp and shivered as I ran my hand over her perfectly smooth waxed pussy. I hoisted her up onto the island and knelt down between her legs as she looked at me with uncertainly. I pushed her back and told her to go with it, and she went wild as I ate her out but before long I was dying to fuck her so I yanked her off the counter and we made our way to the couch. We got in missionary, I lined up and thrust into her surprisingly tight and wet hole as she gasped loudly with wide eyes and a string of curse words before pushing a hand against me and stopping me. I asked if she was alright and she told me she hadn’t had sex in at least 6 months and I wasn’t exactly average. After getting herself together I started fucking her again. My thrusts were a bit too much so we switched it up and she got on top and she took control for a while. I was getting close but she was getting exhausted so I picked her up and bent her over the couch, where I started fucking her fast and soon she was moaning and shaking trying to push me back but I couldn’t stop, so I powered on until I finally nutted deep in her pussy. When I got dressed and about to leave, still naked she suggested I should stay the night so we could fuck again. By that point i was well beyond crossing lines so I stayed and we fucked again.

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 had to work early so I left before she woke up. We acknowledge the hook up but we never really talked much about it, had no expectations of anything else as I’m not really interested unless its just sex.

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, 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? I don’t know

What substances did your partner(s) consume? Alcohol

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? I don’t know / I’m not sure

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

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I had wanted to fuck her for a while

What was the WORST thing about this hookup? We got so into it so fast i didn’t even consider a condom then came in her twice and we never discussed if she was on the pill

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

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

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