Crossdressing Recent News

Adam Sandler’s New Movie Looks Like a Total Drag (PHOTOS)

| October 12, 2010 - 4:29 pm

No, Adam Sandler hasn’t been taking his fashion advice from James Franco lately.
The Happy Gilmore comedian tossed on his fanciest wig and put on his prettiest face on Monday while filming his upcoming movie, Jack and Jill. In the film, the 44-year-old Saturday Night Live alum plays both title characters, requiring frequent forays… More »

Leonardo DiCaprio’s Next Role Could Be a Real Drag

Alex Blagg | April 21, 2010 - 4:00 pm

No doubt about it, Leonardo DiCaprio is a pretty, pretty man. But is he pretty enough to pull off a dress and heels?
The Shutter Island stud has signed on to star in a Clint Eastwood-directed biopic about former FBI director J. Edgar Hoover, who’s long-rumored to have enjoyed a bit of cross-dressing when… More »

Kellan Lutz Is Into Cross-Dressers

Celebuzz | November 21, 2009 - 7:00 am

Who knew that Kellan Lutz is so kinky?
The New Moon star recently revealed to StyleList that he digs women who wear men’s clothes—specifically, his clothes.
Says Kellan,

“Like a long business shirt, maybe just that if it covers enough. I like when girls wear like, my sweatpants, my Ugg shoes… More »

Gwyneth Paltrow: “My Son’s a Transvestite!”

Celebuzz | July 10, 2008 - 6:20 am

It’s not easy being Gwyneth Paltrow. First off, she runs the risk of spontaneous combustion every time she’s exposed to the slightest bit of sunshine. And now, it turns out, her toddlers are engaging in fetishistic behavior before the age of five.Paltrow recently revealed to People that her four-year-old daughter, Apple, loves to… More »