This actually wasn’t the first time I was out, but I wanted to write about one of the first times I did go out. It was many years ago. The place is long gone now. It was a tranny bar in New York City down town by the Village.

I had recently gotten a wig from a party store. I had an outfit. I don’t remember what it was, but I had all the items. I had the lipstick – maybe I took it from my girlfriend. I borrowed a bra from my mom’s drawer. I don’t know how I found it but maybe it was from a Yahoo CD group. I made up my mind that I would sneak out at night. I parked in the city. The minute I walked out, it was absolutely thrilling – the trepidation of being out in the cool night and cars would drive by tooting their horn at the tranny girl. The wind blowing beneath my skirt, letting me know I was wearing panties and not slacks. It was awesome.

There were working girls hanging out outside. The bouncer asked me for ID. Awwww shit. Now they have to see me in guy mode! I’m here – no turning back now. I walked down the stairs in heels, slowly so I wouldn’t fall. I opened the door downstairs and walked in. It was pretty dark. There was light, but just on the dark side. It was crowded. A bigger scene that I would have expected. I walked around a bit. Everyone doing their own thing. I bought a drink at some point – vodka cranberry. I always get that just out of habit.

Well, I felt like a fool because here I was with my white dress shirt – I think it was a men’s one that I folded to be somewhat girly. I didn’t have all the makeup items, just the basic red lipstick. No nails, no eye lashes, no eye liner. I wasn’t as pretty as most of the other girls. There were plenty of Latina working girls there in skimpy outfits, skirts super mini short. Hot. Beautiful. “I” wanted them. They hung out amongst themselves like they always do.

At some point, father Jerry or someone like that came up to me. This is the old guy that is a regular and knows all the girls and sees new meat. He told me he had a big mushroom head cock. I went out with him to the car. He saw my cock and said to me how small I was. His cock head was truly big, yes, like a mushroom. I don’t remember if I blew him. I don’t think I did. I’m not really into old guys.

We went back into the club/bar. I’m not sure what happened after that. It was good to be out, to be dressed, to drive around dressed. It was my first time there but wouldn’t be my last. The place has been gone many years now. Sometimes, I’ll wonder what happened to lady Gloria who was running the place. She was nice to me the times I went. I would go again. This time, I would be prettier, with my own bra, my own lip gloss, my own outfit.