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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

Giving her more than she bargained for

How long ago did this hookup happen? 5 months

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 a stereotypical platinum blonde bimbo with blue eyes and huge tits, she had pale white skin, decent legs but no ass, she was 25 average height and maybe average weight, she also had a kid. She was dating my friend which is how i knew her, given her personality ive always suspected she was a “reformed slut” so to speak which made things a little uncomfortable as ive considered her to have an inappropriate interest in me at times, when i had a GF they had become buddy buddy and i know for a fact my ex wasn’t exactly secretive about me being well endowed, fast forward to me being single and i started to notice her bringing more of a sexual vibe to our conversations like sharing details of her having an IUD, or how she loved getting fucked in the ass. The conversations were only the start though, my suspicions were finally confirmed when not once but three times she made a move on me, the first two attempts were “accidental” when she groped my cock, the third time however was no accident, she full on shoved a hand down my pants grabbed my cock and told me my friend hadn’t been fucking her enough and she wanted to see just how hung i really was, all three times involved booze and i shut her down and left it at that. To be honest i didn’t really find her overly attractive in any way, but her sexually dominant attitude did make me want to take her for a round or two despite my friend implying she was kind of boring in bed.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was my day off and she was in the area so she had stopped by, i generally tried to avoid one on one situations with her but she said she would only stick around a while until her kid was out of school, as usual she was wearing a loose flowing dress that covered half thigh and showed off lots of cleavage, i was laid back in my chair and really only giving her half my attention as i texted another woman, she came up and snatched my phone from me to see who i was texting and as she did so i pulled back and she fell onto my lap. Now i hadn’t jerked off or been laid in over a week so when she started to squirm and try to get away, the feel of her ass rubbing against me was all it took for me to start swelling up and there was no hiding it in my sweat pants, once she felt it she put the phone down and said “OH MY! Does someone want to play?”, i went to push her off but she grabbed the arms of the chair and started gyrating her hips, i groaned as i swelled up even harder, she said she wanted to see it but i didn’t say anything as i sat there thinking, i knew what i was thinking was wrong but i was so horny i couldn’t help myself as i went for it, with one hand i grabbed one of her massive tits and the other i ran up her thigh until i found her thong and started to rub her pussy, she let out a surprised gasp but that was quickly followed my moans as her head fell back onto my shoulder.

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? It didn’t take long before she had soaked her thong, i slipped it aside and started to finger fuck her sopping wet cunt, she finally started begging to be fucked so she got up and spun around to straddle me, she yanked my pants down and her jaw dropped and eyes went wide as i sprang up, she giggled a bit then said ” What the fuck dude? That thing is huge, if i hadn’t already had a kid I’d be worried bout you stretching out the goods” , she straddle me and impaled herself onto me and started to ride as i pulled on her dress and unleashed her tits, but the chair was too uncomfortable so we moved to the floor, as she bounced up and down wildly and moaned out loud i warned her i wasn’t going to be able to hold out long, she slowed her pace and asked “You can go more than once can’t you?” i shook my head yes and she responded “Well good, blow your load and I’ll just suck your dick or something till you’re ready to fuck me again” with that she picked up the pace again and i grabbed her hips and pounded deep into her until i exploded, pumping a weeks worth of cum into her, again she looked in amazement as she stood up and my load poured out of her, with a smile she say “Damn boy, I’m glad i have that IUD or I’d definitely be pregnant with that load”

She let me catch my breathe for maybe 5 minutes before she started tugging at my limp creamy cock and saying she wanted me one more time before leaving, despite me saying i needed a few more minutes she got down and started sucking my cock and in a matter of minutes she had me ready to go again, she lowered her hot creamy cunt onto me and started going at it like it was just my cock there, but between her wetness and my previous load i couldn’t get much sensation so i get her up to the arm of the couch and start pounding her doggy style for a while, as i did i started to recall the times she said she enjoyed anal so i pulled out and rubbed my creamy cock around her rosebud, she immediately looked back and pleaded “God no! You’re way too big” but i spread her cheeks and pushed in anyway, she cried out as i popped in, for a chick who claimed to enjoy anal she was tight as fuck, as i pummeled her asshole her cries of pain turned to pleasure as she worked her pussy, then she started moaning and screaming like nothing I’ve ever seen, she started trembling and convulsing then her pussy exploded like a geyser, it was all too much and i thrust deep pumping my second load up her ass, she laid slumped over the arm of the couch for 5-10mins as she recovered. She said she had only ever let guys half my size do anal before but I was the first guy to make her squirt.

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? She left to pick up her kid, she sent me a text saying her legs were so weak she couldn’t get out of the car, then again the next day saying i fucked her so hard she couldn’t walk right, those texts were a definite ego boost. I don’t really have any expectations, given the opportunity i would likely fuck her again but for the most part i think she is a little crazy.

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

What were your motives for this hookup? Fun, pleasure, horniness

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? Somewhat

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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? A little bit

Why do you regret this hookup? its awkward around my friend

What was the BEST thing about this hookup? the ego boost, being the biggest she has taken anally and making her squirt

What was the WORST thing about this hookup? she squirted all over my couch and carpet

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!