Sissy Blackmail Service

In the 90s, the way chatrooms worked was usually either on AOL or Yahoo, and there would be rooms for transgendered people. There were also Yahoo groups that were more populated. You could actually meet people and not some bot.

It was another late night of chatting, getting on cam, and showing my goodies 🙂
There was one night though that someone lived not terribly far. Maybe 20 minutes away. He wanted me. He wanted me bad. I was still pretty new to this. I had everything to dress up, of course. But he was a panty boy. He told me stories of how he liked going to the pharmacy to buy pantyhose an the clerk would look at him knowingly. He liked it. He also told me he was 7 inches. He wasn’t. But when you’re new at this, and itching to go out and play, you’re bound to be less picky. That was the case here.

I drove out in the late night. I changed into my outfit in the car. I got to his place. He lived alone upstairs. We chatted. He wasn’t pushy. He liked the way I looked. He was in his dark sheer pantyhose with his cock showing through. I rubbed it. It was hard. Maybe we watched a little porn together, I can’t remember. Eventually, I got down and sucked his cock. After a while, I stopped. We chatted some more. He told me that he once had a cross dresser girlfriend and showed me a picture. She was beautiful. That she had slept over, etc. Other days after this, he would contact me and he wanted me to be his girlfriend, go to the movies, go to lunch, etc.

This was many years ago, and my old account is long gone, having been hacked. I don’t know what happened to him. He is probably still jerking off in pantyhose. I’m not really into panty boys, but if I saw him, I’d probably turn his pantyhose wearing ass into a panty and bra wearing girl.

– Miss Patricia

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.

There are a few adult theaters here. They’re not that close by – but within driving distance. One that I’ve gone to a few times is about an hour drive away.

There was a parking lot which is nice. On the walk from the parking lot, guys always come up to talk to me both on the way in and on the way out. They offer me their phone numbers, “donations” for meeting them, and what not.

This theater is pretty nuts. It’s very open. They have some booths with sex videos and there are holes for the booth next to yours. But guys can also go in there with you. This particular theater, the clerks don’t bother you at all. You pay the entrance fee once, about $12, and can stay there all day, come and go for the whole day.

There are some more open area couches. I’ve had many guys grope me, talk dirty to me, want me so bad, want me to suck them off, or watch me suck off another guy, dry hump me, want me for themselves, want me for a gang bang. They just want me! There’s a dark area with couches too. It’s so freakin’ dark, I can’t even see where I’m walking. I don’t like that area because I liked to see myself, I like them to see me, and I like to see where the hell I’m walking.

For some reason, quite a few of these guys have small penises. No idea why?!!! I’m talking small like I’m guessing 3 inches. You ask a guy if they’re big and they’ll say they’re average … ha ha!!! That thing is tiny!!! You should be in panties too, you small dicked pussy boy!!!

If you come to NYC, maybe I will bring you there. As usual, I might pimp you out!!!! Ha ha!!! EEEVIL!
Last time I was there, a “girl” pimped me out for a handjob. I was just out for fun. It was fun.

Sign up for my Sissy Blackmail Service already! Soon, you’ll have guys wanting to fuck you too.

– Miss Patricia

Minnie came to me asking for help to turn her into a girl. She said she would do anything.
So … her journey began.

Minnie was average build and I had her go on a diet to get down to a girly weight. She went and bought a skirt from a department store, and got all the basic essentials. I told her not to get everything just yet. She just needed to get started. She wasn’t going to turn into a girl overnight, but in her mind, if she was a girl, then she would do so much better. She went to a wig store and got some nice long brown hair. She got some pink lipstick like I told her to. No need for nail polish yet. When we met, I used my black eye liner on her to help finish her look. Minnie already had panties (and I wasn’t going to lend her mine …). She looked decent! She kept looking at herself in the mirror in amazement. If you would just start to dress, you may be pleasantly surprised. There’s always an aspect that can use improvement, but there are also plenty of sexy and beautiful things you’ll discover. And Minnie did.

This day, I took her to the adult video store and dropped her off. I told her I would wait for her 5 blocks away and if she didn’t suck any cock within 30 minutes, then I would be driving home without her. She had no choice!!! Ha ha! YES, I can be eeeeevil sometimes! It’s for her own good! Sometimes, sissy’s need to be blackmailed just to get them to the next level. Sometimes, they do it on their own.

I waited for 30 minutes and I didn’t see Minnie anywhere. Well, I didn’t want to leave her there without giving her a chance to explain herself. So I walked into the video store and I found Minnie in one of the booths in the back on her damn knees! She was sucking some guy off!! The horny slut! I let her finish off the cock and we headed out. Minnie was beaming with pride – as she should. She did fantastic!

Minnie is still working on her look, but she’s comfortable enough going out and being naughty. She’s not sitting back waiting for things to happen one day. That day changed her life. There’s no stopping her now.

I recently visited a “trap” club in New York City.
I think it would be a great place for a sissy to get their feet wet.

I didn’t have much time so I only stopped by for a little while on a Saturday night. Parking is a bitch in the city! I parked 4 blocks away and walked, passing a few people. In the city, there are all sorts of things going on, so there were a few different crowds on this block. I’m passable, but I still don’t like to always mix into the public because you never know. So I went about my business anyway, and I freakin’ got lost!!! I was ringing the bell to the wrong address. I called the club again and got the address and had to walk back. Finally found it.

There was an elevator to take me up. The place was inside an apartment and it was set up like a lounge with dim candle lights and lighting. This is great to help girls look better that aren’t quite there yet in the looks department. Hey, it’s a work in progress and it probably never ends. So I waltzed in and got settled. There was a little bar area set up. Very soon, a man came up to me and complimented me. His eyes were glazed like he wanted to devour me. When you go out, you’re going to see the whole nine yards of guys. There are guys who are gentlemen to the point it gets a little annoying. There are guys who are touchy. Guys who want to take you to the car for a blow job. Guys who want to take you home. Guys who want to dance with you. Guys who want to touch your pantyhose. Guys who want to get it up their ass. Dress sexy and pretty and you’ll have your pick.

Lots of action was going on. With pretty girls and not so pretty girls.
This place had a changing room area (for girls who feel more comfortable changing at the club). There surprisingly was a crowd. You never know with these things. Especially because I think for this club, guys have to shell out a cover fee of like $100, but girls get in free. Damn, it’s nice to be a girl!

So if you’re ever in NYC, you should give it a shot to stop by. Maybe we would go together??? But I might pimp your ass out ha ha ha! I’m just kidding …

– Miss Patricia