by Jim M

Gender: Male
Age: 35
Race/ethnicity: White
Current location: Northeast
Highest education received: Not graduated from high-school
Occupation: Business Manager
Relationship status: In a relationship
How religious are you? Not at all
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? 0

Crazy Lower East Side Hookup

How long ago did this hookup happen? 1 yr

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One-night stand

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 went to an Irish bar on the lower east side in Manhattan that has good beer choices and a great happy hour special. I had just got in a relationship but my girlfriend was working that night and didn’t live with her. There was a girl at the bar celebrating her B-Day with a few girlfriends next to me at the bar. Brunette, medium height, very cute face, not fat but not super thin either. Nice curves.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She started flirting with me, we hit it off, she was definitely tipsy but not crazy drunk. After a while she started kissing me  at the bar, and I went with it. She invited me to come with her to the bathroom and do a bump of coke. I hadn’t done that in many years but thought “what better time than now.” It was the only bathroom in the bar, very old-school and dirty, but it did have a lock on it. She led me in by the hand, we did a bump each using her key, and then we started kissing. After 15 seconds or so I pulled up her sweater, yanked down her bra beneath her tits and licked her nipples. I knew this would be a good night most likely.

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? Her friends went elsewhere and we stayed at the bar a while and drank more, making out rather sloppily. She told me she lived in that street and we agreed to go back to her apartment, a pretty nice and big one for NY. We got there, she poured me a cocktail of some kind and we started making out in her living room. We quickly ended up on her bed and got naked. I went down on her after fingering her, then turned around with my face still in her pussy and aimed my cock for her mouth 69 style, me on top. I pretty much just stuck it in her mouth and she obliged and started sucking as I ate her out. I don’t know what got into me (OK I do – coke and a lot of alcohol) but I pretty suddenly pulled my dick out of her mouth, turned around and mounted her very quickly, just sticking my cock in her pussy (all wet from me slobbering on it so that was no issue) without a condom. I fucked her hard – almost violently, like a play rape thing – for a few minutes and then she stopped me before I came and said she wasn’t feeling it “right now.” We went into her kitchen, she put a long t-shirt on first, but nothing else. She rolled a joint and we smoked it in her kitchen at her kitchen table. She was standing up and me sitting down. I started rubbing her pussy as she smoked and she turned to a wall as she was standing and sort of bent over and I fingered her and rubbed her cunt and felt her asshole for long time. Then she was tired and we went to her bed and unfortunately she passed out asleep and I made myself go to bed too. In the morning I woke her up by massaging her ass and when I knew she was aware and awake enough from her movements I started fingering her and went down on her. Then she got up and got a condom and I put it on and fucked missionary, nothing fancy. I made sure to take it all in with my eyes. She was sad I had a girlfriend. I got her number after I came and left her apartment. Before I left her bedroom I just looked at her lying there naked and complimented her body and particularly her pussy (she was just lying there with her legs spread and her knees up. After I complimented her pussy I actually kneeled down and kissed it  few more times with my tongue even though I was fully clothed and on my way out the door…

Did you have an orgasm? Did your partner(s)? Both of us came.

What were your REASONS for having this hookup? I am a horny healthy guy and she was a tremendous flirt who obviously loves to have a good time.

Were alcohol or drugs involved? If so, how much? Lots of beer and a cocktail or 2 for me, cocktails for her. A few bumps of coke each.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I loved it, and she liked me but was hesitant to see me again because I had a girlfriend.  I did meet her again but we just made out in a cab and she didn’t even invite me up (girlfriend thing got in the way; I shoulda lied).

To whom did you talk about the hookup? How did they react? I told no one except a good old friend. He thought it was hilarious.

Was this a consensual and/or wanted experience for you? For your partner? Definitely consensual.

Do you regret this hookup? If so, why? I should have used protection the initial time. That was unusual for me.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was tremendously fun because of how spontaneous and over-the-top it was: doing coke and licking her tits in a nasty unisex bathroom after barely meeting her, sloppy 69’ing her, fingering her in her kitchen as she leaned her hands against a wall, kissing her pussy goodbye the next day instead of her mouth – to me it was like a penthouse story come true.

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

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

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