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  #1  
Old 12-10-2013
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kona5 kona5 is offline
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Default 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.
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  #2  
Old 01-26-2014
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about 19 it was a mag called Closet Queens
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Old 02-03-2014
wesmantooth wesmantooth is offline
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I was 16 or 17, had only had internet access for a few months when I stumbled on photos of Vanity and Anna Alexandre.
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Old 02-04-2014
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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.
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Old 02-05-2014
a994 a994 is offline
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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.
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  #6  
Old 02-07-2014
Ladyboylove78 Ladyboylove78 is offline
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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
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  #7  
Old 02-07-2014
Locro1985 Locro1985 is offline
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I must've been 16 or 17 and i felt really bad at first.
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  #8  
Old 02-08-2014
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I did when few months back and i masturbated to
Bailey jay and the royal mistress jasmine lee

Salute to them
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  #9  
Old 02-09-2014
eddiecarbone eddiecarbone is offline
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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
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Old 02-24-2014
eternalflame eternalflame is offline
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14. I am *only* attracted to shemales
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  #11  
Old 03-11-2014
aidyen aidyen is offline
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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
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  #12  
Old 04-03-2014
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I was about 16 when I found ran across a set of Sulka's pictures. I fell hopelessly in lust with her. That started my interest in transgender dating
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  #13  
Old 04-16-2014
Liquidsnake Liquidsnake is offline
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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.
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Old 04-17-2014
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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"
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Old 08-11-2014
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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.
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  #16  
Old 08-20-2014
Cheesebandit Cheesebandit is offline
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Can't be sure, but I was between age 22-23.
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  #17  
Old 07-03-2015
Stewie7 Stewie7 is offline
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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
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