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March 20, 2026

27 Views

March 20, 2026

27 Views

My night with a sissy in NYC

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So, in NYC there are tons of nightclubs…

The thing is, I went with some friends to a regular club, everything was cool, we were drinking and smoking. Out of the four friends that went, two left together in the same Uber, and the other friend was still going to stay behind talking to some chick he met.

So I said bye, I had already ordered my Uber, I was outside smoking and waiting for it. On the same block there are more bars. I saw a girl enter a club that had the rainbow flag. My heart skipped a beat and I got curious. I canceled the Uber. I don’t know if it was the drinks. I went in and saw there was a diverse crowd there, some discreet, others openly expressing their sexuality…

I saw a tall, slender girl with a nice, perky ass. I walked over and asked if I could buy her a drink. She said yes. We started connecting because she had worked at a place near where I live. I bought her two more drinks and by then I was already really wanting her. Obviously I had already noticed from her voice that she was a sissy.

And that just turned me on even more. So I asked if she wanted to smoke and we stepped outside for a bit. It was around 11:30. I told her how turned on I was by how slender and sexy she looked. She just laughed and said she was trying to be prettier. I told her she was gorgeous and I kissed her.

She hugged me and I grabbed her waist. We kissed more passionately and I squeezed her nice, firm, perky ass. I slipped my hands inside and could feel her G-string. I asked if we should go to the back. She asked me if I really wanted to. I said yes, gladly. When we got to the back, my cock was rock hard. I told her I was going to put it all in. She started jerking me off and then said I needed to lubricate well so it would go in. She started sucking me off so good and I got so excited I turned her around and started kissing her ass. I moved her hands aside and her bussy was excited. I kissed her ass and ran my tongue over it several times until her ass was all wet…

I asked her if she wanted me to put it in. She said “put it all in, baby.” I spread her ass open and slowly put it in little by little. She was so tight I came quickly but I kept fucking her. I was so hot my cock stayed rock hard while I felt myself splitting her ass open and watched her nice ass and my cock going in and out. Her hair smelled so good.

I fucked her doggy style for a while and then she got on top of me and I could feel her clit against my stomach every time she sat down on my cock. She made me addicted to femboys. Now I just want to fuck asses and fill them with cum. I have a date with her this weekend. She told me she has a versatile friend and she’d love for us to do a double penetration on her.

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