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What’s your gender? Man
How old are you? 30s
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
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)? pushing 30
How many hookup stories have you here posted before? 0

Wasn’t a Ride Home, It Was a Trap

How long ago did this hookup happen? a few 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 less than 6 months

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? We had too many mutual friends for this to even happen. I guess that’s how she connected with me. One second we’re beginning to chat online, and the next she’s pouring her soul out to me. I never thought anything would come of it, and I didn’t mind the communication, even though a majority of it was about how unhappy she was in her marriage. I should’ve been smart enough to see where this would lead.

This wasn’t our first time together; she had snuck away from her marital home once before to watch a movie at my place, but all I remember about the film was her blowing me. Afterwards, I felt guilty and swore that it couldn’t happen again. I knew she was unhappy and she swore she was about to walk out of her marriage, but it just didn’t seem right. I couldn’t help but get the feeling she was hoping to use me as a rebound relationship, and I just didn’t see her in that light regardless of her marital status.

I stopped responding to her messages and hoped she’d get the hint. Eventually, communication ceased and I thought it was over. Turns out she was just waiting to run into me in person, where I couldn’t easily dodge her advances. The trap was set.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I’d been out with friends all afternoon, day drinking at several local spots with Uber getting me around town. As I wasn’t driving, I accelerated my usual drinking pace because I wasn’t expecting consequences. By the time I hit my last stop of the day, my guard was completely down. One last quick beer, and another Uber ride was the plan, but it’s almost like she knew I’d be there and was waiting.

She knew better than to confront me in public, so she asked me out to her car to talk. I followed, expecting conversation. Wasn’t much of that, so much as her coming onto me.

I was conflicted; I swore this wouldn’t happen again, but I wasn’t used to being pursued so aggressively. I was of two minds, liking the attention, but hated that I was getting it.

She offered to give me a ride home, and I figured I could use the opportunity to save a few bucks on an Uber, confident that I could diffuse the situation once I got home. My day-drinking had gotten the best of me. I didn’t stand a chance; looking back, it’s like she had planned this all week.

We got back to my place, and she followed me inside. I was searching my head for the best way to diffuse the situation. “I like you, I think you’re great, but I felt bad about what happened the last time you were here and I don’t see you the way you see me,” was what I should have said.

Instead, she spoke first. “I’m not leaving here until you fuck me,” and my prepared speech went right out the window as I obediently and reluctantly followed her into my bedroom.

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? I just wanted to get this over with. Foreplay is on autopilot at this point in my life, and I didn’t give her any extra attention. Surprisingly, she was dripping wet in no time even though I was putting in minimal effort and essentially phoning it in.

I hoped that my earlier excessive alcohol intake would diminish my physical abilities, but my penis betrayed me by getting quite erect despite my wishing it’d stay down. I soon found myself inside her, unprotected and without a second thought. She was married and swore she never did anything like this before, but it was still risky. After all, if she’s cheating, how much could I trust her?

I filled her up, marveling at how well she gripped me. I started to slowly thrust in and out of her, savoring every tight inch of her wetness. It didn’t take much longer for revulsion to set in. I swore this wouldn’t happen, and disappointment turned into anger.

I took it out on her pussy, my savoring strokes quickening until I was simply pounding away at her. I half expected her to beg me to slow down or even stop, but she kept hungrily pulling me into her.

Eventually, I reached the point of no return. We hadn’t discussed what to do here, so I simply announced I was about to cum. She cried out for me to cum inside her, over and over, hooking her legs around my back and pulling me deep into her. I had no choice now, and filled her up completely.

Spent, I collapsed on the bed next to her. She rolled over to lay on my chest for a moment, kissing me there before departing the bed for the bathroom to rid herself of our fluids.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, 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? Once she got back from the bathroom, I asked her what protection she was on and that I assumed she was taken care of. IUD, she responded. “Don’t worry, I wouldn’t have let you cum inside me otherwise,” but I honestly wasn’t so sure.

She left soon thereafter, and I went into the bathroom and looked at myself in the mirror without saying or even thinking anything. Eventually, my silent conversation ended, and I watched a movie before fucking off to bed early.

She’s attempted contact since then, but I’ve kept to dodging her. As soon as I think she gets the point, I get another message out of the blue. In the interim, I’ve been drinking less which has helped me lose a few pounds and also ensure she won’t find me at a similar future disadvantage.

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

What were your motives for this hookup? Intoxication, Power / Dominance, Just happened, I don’t know why, just went along with it, I didn’t want it but was unable to stop it

How intoxicated were you? Drunk/high but not wasted

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? A little bit

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

To whom did you talk about the hookup? How did they react? I haven’t breathed a word of this until now.

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? A little bit

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? Very much

Why do you regret this hookup? I didn’t want this to happen. I felt enough guilt from our first encounter, and swore this wouldn’t happen again. I couldn’t keep a promise to myself, and felt disappointment.

What was the BEST thing about this hookup? Her enthusiasm during the act itself, and flooding her with my seed.

What was the WORST thing about this hookup? Besides that she was married and I have guilt? That she hasn’t gotten the hint, but more that I inexplicably can’t be direct and tell her my feelings that she should find alternate attention moving forward.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It’s toughened my skin a bit, tightened my limit-setting. Hasn’t changed my sexual attitude a bit though.

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

All things considered, how NEGATIVE was this experience? Fairly negative

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