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In my mid to late twenties I was living in Midtown Manhattan. These were definitely some memorable years.

One particular experience sticks out to me the most. I was living alone in a tiny apartment, but a great area. I had just started seeing this girl I met on OK Cupid. She was clever, a teacher and published author, sexy, dark hair and eyes, light olive skin. She had a great body with a great ass and small tits. Just how I like it.

We’d maybe seen each other for a month or so at this point and it had gotten very very sexual and a little kinky.

I had a family member staying with me and I was weird about introducing women I was dating(no idea why). So my apartment was off limits, and she lived with a roommate so that was off limits.

It’d been a couple of weeks since we got to fuck last and we were meeting up for drinks downtown. I told her to wear a dress without panties….and she obeyed.

We got to the bar/lounge, she was a knockout… We got drinks and sat on a lounge chair talking and kissing and hugging each other as usual. As the drinks flowed we both got more handsy.

I positioned my hand so that she was sitting on it and I was playing with her bare pussy right there. We were kissing and it was really hot.

She got up to go to the bathroom at one point and her dress was ridden up and ass was fully visible… I pulled it down 😉

We continued doing this but because we were drunk we were doing a bad job at hiding ourselves… So I decided we need to leave before we get kicked out. I really liked that bar.

She lived far up town and it was late at this point so I told her I would ride in the cab up with her to drop her off (this wasn’t unusual).

We got in the cab and started making out and I just had to taste her pussy because of how wet she was.. so I went down on her in the back of the cab… She was loving it and we weren’t really hiding it. Cabby didn’t say anything.

After a bit she pushed me back and she startled me… Undid my pants, pulled me out and slid down on me… I swear it only took like 5 pumps and I exploded inside of her (a first for us).

I just couldn’t control myself…. The situation was crazy.

She loved it so much… Because it’s generally hard for me to cum from just fucking. I loved it too clearly.

We got to her place, I walked her up and told the cabby to wait. He drove me back to midtown and it was a bit awkward but I’m pretty good at breaking the awkwardness in these situations.

The fare was like $100+ on its own and I gave him a fat tip on top of that.

Such a hot night and experience.

NSFW: yes

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