How old were you when you first masturbated to Shemale porn?
 

I think I was 14 and it was a "Freaks of Nature" VHS tape. :):turnon::)

about 19 it was a mag called Closet Queens

I was 16 or 17, had only had internet access for a few months when I stumbled on photos of Vanity and Anna Alexandre.

I don't know how old I was. There were a few stray incidents over the years- Vanessa Del Rio with a strap on, Supermodel RuPaul, Karen Dior.. I first saw Gia Darling in my early thirties and that changed everything. Overnight my taste in porn changed.

I was 14 and had discovered Club International (which ran a translady pictorial) followed by another adult magazine which had an article on transsexuals, complete with lots of photos. This was in 1982. Within a few weeks I saw my first ad for She-Male Encounters and I was never the same again.

I have only recently discovered the world of ladyboys, I'm 32 and really want to find one near me to experience one for real so bad but I'm a bit shy

I must've been 16 or 17 and i felt really bad at first.

I did when few months back and i masturbated to
Bailey jay and the royal mistress jasmine lee

Salute to them

When I was about 20 there was one particular model who appeared in a lot of fetish pics. I used to masturbate to her images quite a bit BEFORE I discovered that she was a shemale.

Now that was mind blowing! lol

14. I am *only* attracted to shemales

I was around 15, I stumbled across photos of naked tgirl Miriam from some reality show, watched them time to time for a few days and then it just happened. Not very thrilling story ;P

I started at 18 watching strap on porn, just the thought of a beautiful women with a big cockexc ited me. Later that year I stumbled on TS porn by day forever changed for the good.

I think I was about 15 when I first discovered shemales as I was searching for porn. Back then I wasn't really into guys but the thought of a woman with a big cock was like perfection. As the saying goes, "The best of both worlds"

I was about 10. It was a cartoon version ( sailor fucking goku) and had no clue what I was looking at but I really liked it. I didn't cum though, I had no clue about masturbation.

Can't be sure, but I was between age 22-23.

I was 25 and my first "date" was blonde goddess Fabiola Noguiera. I had discovered her photos on Internet. This was in 2001. So she "gave" me many mindblowing orgasms :hug: