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What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Boston
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Professional Services
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Voracious
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? 3

Profusion Of Pussy In Portland

How long ago did this hookup happen? Last night

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Fuck-buddies / Booty call

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? I came back from a reception and was catching the tail end of the nuggets/blazers game 6 while dining at the Nines Hotel bar. Two reasonably attractive women were by me – obviously friends in town for a gathering and a bit worse for their liquor. Anne was early 40’s, longish straight dark hair parted center, a thin angular face. Fair skinned with a trace of freckles, grey-blue eyes, in great shape with nice little tits held back only by the top she was wearing, and clearly single. Kate was a bit older, short blonde (obvious dye job) round face, a bit chubby, but was letting the girls do the talking. Great cleavage on full display. In the fourth period, they ordered shots to “celebrate Portland’s lead” (though they were not from Portland) and insisted I have one to catch up and one with them.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I said I would take shots with them but only if the next was a body shot from Kate’s magnificent cleavage. They giggled, we did shots. Next thing I know Anne’s leg is hooked around mine and she is looking hungry AF. I smile inwardly and think to myself I am heading to an unexpectedly enjoyable evening and, “how do I get rid of wing-woman?” Portland won – forcing game seven – and my two ladies order another round of shots. Mine comes and I look directly at Kate’s magnificent girls and raise my eyes at them. Anne slaps me and says I can lick a shot off of her “firm little tits” if I wanted to. The bartender overheard this and in a show of fabulous support immediately brought me another shot and the bill. I settled and we grabbed our pile of shots and left for my room to peals of laughter. We were all having fun but when I opened my door it got real serious. I had learned that while Anne was single, Kate was married with kids. I opened a bottle of wine and put on the after game coverage while the shots sat ignored on a sideboard. The wine and low stakes nature of the evening loosened thing up again and eventually, I turned to Anne and asked if I could do my shot “as advertised”. She smiled at me, looked over at Kate nervously, and kind of shrugged as she stood and walked to get the shot. She put it down next to me and in a very sexy but natural manner peeled off her shirt.

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? Kate’s eyes were saucers and Anne picked up the shot of tequila and dribbled it all over her perfect little tits. Then she leaned towards me and popped a nipple in my mouth. I began sucking and tweaking her tits and after a few minutes unzipped her jeans and peeled them down. She was now in front of me, naked, and she simply bent over, unzipped me and proceeded to swallow my cock. While she worked my phallus I stripped down. It was just as I was naked and ready to pay more attention to Anne’s lovely body that I made eye contact with Kate. She simply looked like she was in shutdown mode.

While I stared right into her eyes, I lifted Anne’s head from my lap, kissed her, turned her around, and pulled her into my lap. She slid right onto my cock and after a few strokes, I pulled her legs to either side of me. She was now grotesquely open to Kate with my cock clearly ramming her. She was having great fun and Kate was still in a trance. I motioned Kate over to me with my finger and she did. We started kissing and I set the girls free. At one point I felt Kate was getting really into it and I whispered in her ears to eat Anne out. To my surprise she did. Anne was reverse cowgirl on the sofa with Kate between her legs snacking on her clit, my shaft, and balls. Just before I came I pulled out and shoved my cock in Kate’s mouth. I blew into her and she sputtered it up onto Anne’s pussy and my cock. I said, “clean up”, and she processed to lick it all up

The rest of the night was just good fucking with Kate in the role of submissive fuck hole. I fucked Anne but continued to dump my load in Kate’s ass, and mouth.

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 finished the night in Kate’s ass and then kicked them out

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)

How intoxicated were you? A little tipsy/high

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? Not at all

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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

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? Somewhat

Do you regret this hookup? Somewhat

Why do you regret this hookup? Anne was fully consenting and DTW. Kate, however, seemed more drawn into it

What was the BEST thing about this hookup? Playing with a sub cumslut

What was the WORST thing about this hookup? The cumslut had a family and I suspect she had never done this

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope

All things considered, how POSITIVE was this experience? A little positive

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

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