by eastvillage

Gender: Male
Age: 32
Race/ethnicity: White
Current location: New York
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Graduate Student
Relationship status: Single
Religious affiliation: Lutheran
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 0

Met Her In a Coffee Shop

How long ago did this hookup happen? 3 years ago

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…)? Two-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? She was a graduate student in NYC, in her late 20s.  She was fit and into yoga, and as a result, was very flexible.  She had a calm demeanor and was very sweet.  She was well-traveled and was not done seeing the world, yet.  She wasn’t looking for a serious relationship at the time, and wasn’t overly aggressive.  She spoke fluent Italian and French, and enjoyed a quiet, relaxed atmosphere and conversation.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began at a coffee shop in Greenwich Village.  I was in need of a power outlet, and so was she.  I found a table that had two outlets (which was quite a feat in NYC), and I offered to share the table with her.  We talked about each other for a bit, but were mostly concentrated on our work (ie, graduate studies at the time).  I noticed that she kept glancing at me, so I knew that we had some kind of connection.  She was considerable more attractive than me, so I needed to lay on some charm.  I was educated at an Ivy league school and was in engineering graduate school, so I had a bit of geeky charm to my story.  That summer, I was working for a Wall Street firm and had some free money to burn.  After an hour or so of talking + studying + working, I asked if she wanted a beer.  She said yes, so I returned with two IPAs.  We drank until we both had a buzz, and then decided to grab some dinner.  After we walked on the street (~5pm) in front of the coffee shop, I told her that I had something that I needed to tell her.  That is, in 3 days, I would be leaving NYC to return to my graduate school in another city.  She took the news with stride, and kept tagging along with me.  We went to an Italian restaurant around the corner, and I asked her about her life in more details.  We shared a bottle of wine and became more inebriated.  I had never picked up a girl in a coffee shop before, but I had an overwhelming desire to continue.  She was totally into me.  I had a one-night stand several years ago at a wedding, and it didn’t go as planned.  That is, plenty of beer/wine at a wedding does not portend good sex.  After dinner, I asked if she wanted to walk around the village and perhaps have a nightcap, before I would “send her off back to her place in a cab.”  She laughed and took up the offer.  I took her through romantic windy roads in Greenwich village and put my arm around her.  It was a perfect time in the evening, and the glow of the village lampposts and restaurant signs were something out of a Woody Allen movie.  I took her a low-key bar in a basement that was a little heavy on the estrogen.  It was the perfect place, as Serge Gainsbourg was playing when we walked in the door.  She told me the story of the song, and started to melt into my arms when we sat in a booth.  I needed to slow down on the drinking if I was going to perform that night in the bed, but we managed to have 2 more drinks each.  After the 2nd drink, the kiss finally happened.  She was embarrased, but no one (all 8 customers in the bar) seemed to notice.  It was a weekday night, likely around 10pm at this time.  I told her that I needed to head home soon as I had to work the next day, as did she.  As we walked out of the bar, we engaged in heavy french kissing under a lamplight.  She was writhing in my arms, and was so incredibly sexy.  I asked if she wanted to come to my place with me, and she could sleep on the bed while I slept on the couch.  She made a few whimpers, thought for a few seconds, made a few more sounds, made out with me again, and then said “ok”.  I grabbed the first cab, and away we went to my place, on the other side of town.

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 led her upstairs to my subleased apartment and lit a few candles.  I gave her my toothbrush to use, and she brushed her teeth over a sink in the kitchen.  It was a tenement-style apartment with a kitchen stuck in between a living room and bedroom.  It was a typical hot NYC summer night, and the A/C barely made a dent in the heat.  I turned down the light, leaving only candle light.  While she brushed her teeth, I slipped in behind her and started to caress her belly.  I moved my hands up her chest and placed my hands gently over her natural breasts.  i then lifted up her blouse and removed her bra from behind.  He beautiful, brown nipples were in the perfect hue under the candlelight.  She tiptoed around me topless and ran off to the bathroom to gather herself.  I prepared myself for bed and waited for her on the couch.  She quietly came over to me and sat on my lap.  I easily lifted her fit body into my arms and carried her to bed.  I kissed her all over her face and chest, and then removed her dress.  She had granny panties on, an incredibly sexy, subtle thing for me.  I could see her bush through the panties, and through heavy panting, I removed her underwear, exposing her lovely, untrimmed vagina.  She lay on the bed, with her eyes closed, bending into different shapes of an ‘S’.  I stripped off my clothes and lay on top of her.  We were both so incredibly hot and I began to sweat.  My dick was not hard yet, and I feared that my alcohol consumption would lead to a disappointing night.  I continued to fondle her breasts and pussy, while making out with her with full force.  I knew that if I could get my sympathetic system pumping, that my cock would become as hard as a piece of granite.  I envisioned my dick inside her soaking pussy, and within minutes I was ready to fuck her with a massive hard on.  I grabbed the condom that I had left out on counter, and jammed it over my dick.  Then I felt an overwhelming cooling sensation, and gently laid back atop of her.  Over the next 10 seconds, I slowly, inch-by-inch, girated my shaft into her pussy.  We fucked and fucked and fucked for the next 30 minutes.  Afraid that I would lose my hard on, I stayed on top of her, but with minimal weight pressure on her small, petite frame.  I fucked and fucked her more.  It was so hot now, and sweat was dripping off my back onto her.  I wanted to fuck her the entire night.  She was moaning and whimpering.  Her pussy was a slick as could be.

Did you have an orgasm? Did your partner(s)? I was ready to cum and asked her to come with me.  I sped up my fucking and then let out a massive groan as I filled my condom with cum.  I kept jamming my dick in her though, as the momentum was impossible to stop.  She did not cum, and I wasn’t going to stop until she came.  I fucked her for another couple minutes with a cum-filled condom, but still no success.  I yanked my dick out of her, and then dove my tounge into her pussy.  For the next 5 minutes, I sucked her clit and rubbed her g-spot with my index finger.  She let out a massive scream and flexed every muscle in her body during her orgasm.  We were both panting intensely, and we both lay in bed resting our bodies until we fell asleep.  The alarm woke us both up at 7am, and we thanked each other for the night and promised that we would see each other again.  We ended up hooking up the next night, fucking in her apartment with no alcohol in our systems.  I fucked her for almost an hour, trying every position possible.  In the next morning, we fucked for the last time.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? condoms

What were your REASONS for having this hookup? the magic was right

Were alcohol or drugs involved? If so, how much? alcohol, mild inebriation

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? we both went our separate ways

To whom did you talk about the hookup? How did they react? my best friend only.  he wanted to hear all of the details, and encouraged me to do it again.  easier said than done

Was this a consensual and/or wanted experience for you? For your partner? consensual and wanted x2

Do you regret this hookup? If so, why? no

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? casual sex, romantic, hot and steamy, intelligent

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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