If there’s one thing we’ve learned from England, it’s that there’s nothing more lovable than men in drag. With that in mind, we thought it might be time to salute our brothers in bras by counting down our favorite cross-dressing movies. And we don’t want to seem discriminatory, so we decided to throw in a few lovely ladies that know who wears the pants when it’s all said in done. After all, we’ve got some love for the folks that say, “to hell to gender roles.” (We’re forward-thinking and junk.)
As usual, we had to lay a ground rule or two for this list to make sense. First of all, the cross-dressing has to be a major part of the plot (sorry, Boondock Saints). Second, we only included films in which the character actually had to dress in drag (sorry Norbit and all the Tyler Perry movies). That being said, I like to think we’ve come up with a fairly comprehensive list. So sit back and roll up your favorite panty hose, because these are our top 10 cross-dressing movies.
10. Ed Wood- It was either this or Glenn or Glenda for our No. 10 slot, and there is no reason to put the latter on a top 10 list… Ever. Instead, we’re going to focus on the comforting thought of Johnny Depp in fuzzy sweater. It might not be an essential part of the plot, but the fact that Ed Wood wore women’s clothing is an essential part of the character, and since this is a biopic… Well, you get the idea. It might not be Tim Burton’s best films (heck, you wouldn’t even know he was involved, except for Depp), but it holds a special place in the hearts of film geeks all over the world. I’m just not completely sure why…
9. The Rocky Horror Picture Show- Look, I’m going to lay my cards on the table and say something that will probably lead to a flame war. We’ll save you the trouble: “The Rocky Horror Picture Show is a terrible movie and I’ve never enjoyed watching it.” Still, get the right people together and it’s an amazing group activity. The Show is a cultural icon and a cult film (though it’s become so mainstream can we really call it that anymore?). It’s the longest-running film still in theatrical release, and who doesn’t like letting their freak flag wave at a showing every once in a while? With Tim Curry’s famous (infamous?) portrayal of Dr. Frank-N-Furter, it would have been a crime not to have included it on this list. However, I couldn’t ignore how God-awful the film is on its own, which is why it rests generously at the No. 9 spot.