Who could be the first Trannie Playmate

[tsdvdman]

http://news.yahoo.com/s/nm/20110614/people_nm/us_hefner
This article got me thinking. I wonder if the Hef ever fucked a beautiful trainnie? And What trainnies could pull off being the first playboy covergirl model?
My guess would be Ana Mancini. She's not my type but she fits the cookie-cutter image they look for in Blonde, blue eyes, skinny petite, everything plastique..etc. The only thing,,she has a dick!

[Jackal]

Natalia Ruiz!!! She looks like a Victoria Secret model!

[MrsKellyPierce]

Kelly Van Der Veer was in Playboy

[lisaparadise]

kelly van der veer was in playboy

ya but shes not half as hot as ana

[ed_jaxon]

Um try Tula, she was in Playboy in the 70's

[amberskyi]

ts girls in playboy is nothing new.there has been trans women in hustler,maxim,black mens magazine and etc

[onmyknees]

ts girls in playboy is nothing new.there has been trans women in hustler,maxim,black mens magazine and etc

No shit ...really? I think the last time I actually saw Playboy was when Barbi Benton ( Hef's Ex) was the centerfold. LOL

[ed_jaxon]

No shit ...really? I think the last time I actually saw Playboy was when Barbi Benton ( Hef's Ex) was the centerfold. LOL

That was a great layout

[onmyknees]

That was a great layout

wonder what ever happened to her Ed ? Hugh sure got over the break up without too much grief ! LMAO

[Nivek]

Haven't even glanced the cover of a playboy on years, but Ana would def be a sight to see! I was always a hustler fan myself, the issue with Gia Darling was my favorite!