I was talking with some women last night and one of them asked me when I knew I wanted to be a transsexual and I thought about it for a second or two and then told them about this porno magazine that I bought when I was 19. It had a guy and an another guy dressed as a maid. She was wearing a blouse, black skirt, black bra and panties and black stockings with a matching black garter belt. It happened to be a photo shoot of this movie and it was my favorite porno magazine for years. Eventually I met a guy and dressed up in a maid outfit just like the one she is wearing in this movie and we ended up doing this scene on several occasions though I liked swallowing cum, his AND mine!! ❤️😋❤️
This was back in the days of dial up internet and I met a fellow crossdresser online. We decided to meet at a little out of the way restaurant about a half an hour from my house. I wore silky white panties, tan pantyhose and a silky sheer white bra. He decided on wear two pairs of pantyhose and a bra. He also said no socks for either of us. He said that I'd understand why later. So I get dressed, tight jeans, a cute hoodie, tennis shoes and hop in my car. I had never been this nervous before in my life but I also wanted this so bad! I get to the restaurant, still nervous as hell and I see Mike in a corner booth in the back. After a couple of glasses of wine and an appetizer, we are chatting like old friends - crossdresser friends. Next thing I know, Mike has slipped his pantyhose clad foot out of his shoe and starts rubbing my leg. I am getting really turned on by this and start getting hard. He then slips his pantyhose clad foot between my thighs and starts rubbing my cock! "Do you like that?" he asked. I stuttered, "Yes, YES, very much!" I slipped my pantyhose clad foot out of my shoe and returned the favor! By now, both of us are rock hard and I know I have a big wet spot on the front of my jeans. We stop for a bit and Mike motioned me to get a little closer in this U shaped booth. So I slid over and he puts his hand on mine and interlocks our fingers which felt like electricity. Mike then asked me if I wanted to go out back of the restaurant to his car. After I calmed down a bit I said that in my current condition - a giant hard on and a wet spot on my jeans - I didn't know how I could leave like that. Mike stood up and said, "Just like this!" And we proceeded to walk through the restaurant with our hard ons and wet spots for all to see if. Once we got around the side of the restaurant, my heart was pounding by as we headed to Mike's car. It was parked way in the back corner facing a field. He unlocked my door first and then he got in the drivers side. We started holding hands again and he then asked me to show him my pantyhose. I EAGERLY said YES and unbuttoned my jeans and slid them down past my knees. As I was doing that, he was doing the same. We slowly started rubbing each other's thighs, slowly moving to our pre cumed cocks, the whole time staring deeply into each other's eyes. Gradually, we leaned closer and gently kissed. Again, it felt like electricity - it was my first GAY kiss!! The kissing got more passionate as we rubbed each other's pantyhose clad cocks and played with each other's hard nipples. Mike started to slid his hands into my pantyhose and panties and I did the same with his pantyhose. I popped his wet cock out and he asked me if I'd like to suck it. With hunger in my eyes I nodded yes and slowly started licking his pre cum. I slowly started to suck his gorgeous cock, feeling it getting harder in my mouth. After about ten minutes of pure bliss, he suggested it was time to go back to his place! More to cum if you like...
Back then a friend and I would wear nylons and a garterbelt under our boi clothes and go to an adult movie house and have fun. Masturbating and sucking cock. Fun times long gone