As many people said... Rogue Adventures is a good series, and I also like the Shemale Samba Mania series (the action isn't always THAT great, but they're really good in finding the sexiest t-girls in Brazil before they get tossed around on the Internet. Bianca Freire is on one of them, actually, since sekretter asked).
However, I have to say that the BEST movie I every saw was "Rocco Transsexual". Even though there isn't a scene where Rocco actually gets to fuck a shemale (that would have been way too hot!), this movie has simply the most awesome orgies I have seen. The last scene, particularly, has about eight shemales, four girls and six guys fucking like a bunch of crazy animals. The t-girls in the scene are all brazilian girls that live in Italy now (in other words, the hottest kind of shemale you can find). It makes me go nuts everytime I watch it!
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