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What’s your gender? Man
How old are you? 30
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? Dating casually
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? 1

Parking Lot Quickie

How long ago did this hookup happen? today

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 26 and my friend’s girlfriend, she is about 5’4″ average weight, few extra pounds but an otherwise nice body, brunette hair, gorgeous blue eyes, big tits, nice legs, and a small but nice ass. She is a total sweetheart with a naughty sexual side that she hides very well. We’ve had an ongoing FWB relationship for a few years since they invited me into a threesome in an attempt to spice things up, afterward they decided given lack of experience outside of each other they’d have an open relationship, she is a sweet girl next door type who wasn’t really into sleeping with randoms so she approached me about being FWB given our recent sexual encounter, I’ve always had a thing for her and the sex was amazing so I took her up on her offer, part of their open relationship involved the use of condoms however that only lasted a few times before she asked me to cum inside her and I’ve been fucking her raw ever since.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was doing some shopping when we ran into each other, we’ve both been very busy since the new year and haven’t seen much of each other, we started chatting and the tension was incredible, she was wearing a sundress and I couldn’t stop looking at her tits, we walked and talked for a bit before parting ways and finishing up our shopping. When I came out to the parking lot she was parked right next to me, I tossed my bags in my truck and went over to her window, I could tell by the look on her face she wanted to fuck, she asked if I was in a rush, I shook my head, she smiled and asked if I wanted to have a quickie, I looked around and she says don’t worry it’s almost dark and my windows are tinted, I hopped in the back of her SUV as she crawled from the front to the back and straddled me.

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 passionately as the windows steamed up, I caressed her bare ass as she dry humped my growing bulge, she reached down opening my jeans and pushing them down then pulled my erection past the waistband of my boxers, she stroked it as she stared at it with hungry eyes, she lifted herself up to clear her dress then set herself back down as my cock slipped inside her sopping wet pussy with ease, she moaned in my ear as I stretched her out, I grabbed her ass again and started bouncing her, she was so wet her juices were dripping down my balls, it didn’t take much longer than 5-10 minutes for her orgasm to hit which set me off, unloading a couple of days of build up inside her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? We sat there for a few minutes, my cock still throbbing inside her before she grabbed her panties from her purse and slipped them back on, saying the last thing she wanted was my cum spilling out and staining the seats. We agreed we’d meet up again soon because she needed to be fucked like that more often

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

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

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 sex is great

What was the WORST thing about this hookup? I’m into her and would enjoy fucking her more often

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? This particular arrangement makes me wonder why some people stay together because in the last few years I wouldn’t be surprised if I’ve had sex with her more than her boyfriend has and not only that but we have been doing so without condoms. I often wonder if he realizes how many times she’d come home to him and crawled into bed with my cum still inside her. It’s strange because sexually she’s explored her boundaries a lot more with me than she ever did with him

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

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

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