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What’s your gender? Woman
How old are you? 25
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Curious
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 0

A Night in Lenny’s Lair

How long ago did this hookup happen? 3 years

What was your relationship status at the time? Engaged/Married (monogamous)

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? I’d known Lenny a few years through friends. When I first met him I’d thought he was a complete douche bag but as I got to know him better I realized he was a pretty fun guy, but a notorious playboy. I never actually knew I was attracted to him before the hook up, we’d worked out together at the gym for quite a while and id admired his fit body and charm but yeh wasn’t aware of any further attraction.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Definitely unplanned, we’d been out at a pub drinking with friends and hadn’t really even been talking that much during the night as our group was fairly big. Somehow we ended up back at his house just the two of us. we started joking around and I remember there being a moment when we just looked at each other and realized that something could happen. He turned out the light (think there is something about not anticipating the next move he likes about the light being off) and I kissed him…

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? My mind raced as I felt how soft his lips were, I’d never even pictured kissing him but was deeply enjoying it and could feel him harden. I worked my way down his impressive body enjoying the way he felt under my hands, freed his cock and started sucking. Hearing him enjoy the blow job and the thrill of the unexpected sexual encounter had me dropping and moaning as I too enjoyed the feel of his rock hard erection on my tongue. He surprisingly wanted to give back and was between my thighs enthusiastically in an instant, the feel of his soft lips and amazing tongue crippling me and sending the world shattering around me over and over again. He laughed at how loud I was orgasming and lapped up every drop. I took off him shirt and ran my hands down his smooth toned back, enjoying the fitness I had watch him
Build for months at the gym with me. I climbed into of him and rode him while he sat on the couch (my fav position coz I’m in control!), while he sucked my very hard nipples and squeezed my ass forcing me down on him as I fucked him bare back. Again I came but this time soaking his cock. He led me by my hand into his room and onto his giant bed and laid me down, again flicking his tongue across my clit, sending shivers down my spine. I licked my juices from him, thinking how incredibly fit he was to just keep going and going without cuming yet Himself. He got on top teasing me slowly but then building hard and fast, fucking me until I screamed in pleasure. After making me cum yet again and watching how much he enjoyed seeing himself disappear inside me, he Got me on all fours and slid me to the edge of the bed, sliding into me a couple of times, he asked me if I like it in the ass. I told him yes if he went slow, he moaned as he slid into my backside all the way to the balls and built up motion slowly. It hurt but it also felt good, it wasn’t my first time but it has been a while, he went deeper and faster, he got rougher losing himself in his pleasure, he would have stopped if I’d asked but I lapped up the mix of aching pain and mind blowing pleasure he was causing inside of my asshole. Eventually he pulled out and came all over my ass and back, collapsing beside me.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Afterwards, we talked and laughed and he told me he better take me home before he got the energy to go back for seconds. We are still really good mates, we flirt all the time but it’s definitely not weird at all and we remember that night with a smile.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

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

To whom did you talk about the hookup? How did they react? No one

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? It was unexpected but passionate, raw and utterly mind blowing.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No change

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!