How you got into Shemales

[RallyCola]

The scene where Miriam is in a blue checkered shirt in "There's Something About Miriam" (I don't know what movie it was in before it was included in that compilation) was the first trans-related porn my then gf/now wife ever found on my computer. It was maybe 2000-2001 or so, and at the time, I was completely not ready to admit to anything.

[twinturboism02]

what place is this??

I got into shemales when I took my buddy to NYC before he was shipping off to Desert Storm. We went to a sex shop where you got to pick out your chick to go into a viewing booth. He picked out this beautiful tall red head with a dynamite body. A few minutes later he came out ashen white. I asked what was wrong and he told me that the girl was playing with her tits as he jerked off and then she lifted up her skirt and she had a bigger dick then him. Needless to say we were shocked. The girl was so hot and beautiful you never would have known.

I had tried gay sex prior to this and loved sucking cock and getting penetrated but I just couldn't get into guys. The only thing I really liked about them were their cocks- I could never get intimate or kiss- it just grossed me out. With that being said I gave up on it and continued dating chicks- and married one. As soon as I found out about this girl's secret I knew there was an alternative for me. Ever since then I have loved shemales.

My wife is cool with it and watches shemale porn with me- she just views it as my little fetish.

[twinturboism02]

elaborate?

1998 @ tunnel NYC

[eccentricBlue]

elaborate?

Standing on line to get in with friends I broke my neck checking out 2 girls who walked by. Then a friend of mine so eloquently said they weren't what I thought they were. (You do the math) I was intrigued, and loved the show they put on at about 3-4am. A friend of mine who worked there introduced me to a few of the girls. Everyone was cool with each other there so it just escalated from there.

[pantybulge69]

discovered trannies thru Kim Christy films and similar mags of sorts. (this was way before the internet world) and later, onto Sunshine films and Rogue Big Ass Shemale Aventures films.

[Legfetishnyc]

Used to cruise Manhattan, Coney Island & Industry City (3rd Ave. Brooklyn) in to 80's and 90's, picking up the working girls, always after the sexiest looking legs. At the time, the lower west side ( meat market) used by be almost exclusively trans girls. I enjoyed the view three, always thought the t-girls REALLY knew how to dress to turn a man on. Picked up a girl down there one night, thought she was a gg, fantastic legs in stockings. We parked soewhere and while i was stroking her legs she took out her cock, surprising me and not surprising me at the same time. I wasn't really mentally prepared even though I knew what area i picker her up in, and let her keep the $ and split. From that night on, i have dreamed and dreamed of her, later deliberately heading down there, and since then enjoyed meeting some of those girls, and as predicted, found that they REALLY knew how to excite a man .

[plankton]

The first time i saw a phone sex pic in the back of a hustler magazine of this sexy chic,but with something different a big shlong. And i thought to myself that's just neat.

[PhillyStroker]

I picked a woman who I thought was a woman. She gave me the best blow job of my life then pulled out her cock. I was done. I ran away. for two years I perused the same blow from a woman job, with no luck. went to a strip club in Philly, started talking to who I thought was a woman at the bar. We both got in to the pole show. She told me that watching strippers made her horny. I concurred. We need up leaving together and she sucked my dick and licked my balls at the same time. Just as I came I noticed her hard cock in her jeans.

That was was 20 years ago. I'm still chasing the dragon.

[SheWantsTheD]

I remember watching a live stream and there being a japanese girl that everyone was going crazy for. Then people started saying she was a trap. I had no idea what this was so I searched online and started finding pictures of shemales both real and drawn. Then I started to find some porn sites that had it. I felt really guilty at first. It felt wrong but I couldn't help myself.
Nowadays I even see shemale porn in regular straight porn lists. I guess everyone has been secretly sucked into it by now. You don't even need to go out of your way to find it anymore, it just pops up right there with the rest of the gg girls in the category lol

[dominoadmirer]

I first got into shemales when I stumbled across Jelissa Jaconi, I was immediately infatuated with her and my love of shemales blossomed from there. I think I was about 17 at the time. Now all I think about a shemales, gg don't even do it for me anymore