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Musicals Featuring Transvestites

Cross-dressing must really bring out the creativity in people. Case in point: all the best musicals (and all the catchiest songs) feature transvestites. Pretty ones, ugly ones, fat ones, fake ones, skinny ones, scary ones — it doesn’t seem to matter.

1. Victor Victoria
Okay, so she’s a woman pretending to be a man pretending to be a women, but that still requires cross-dressing somewhere in the mix. Plus the end of this clip where the guy from Webster explains the situation and James Garner gets all confused about his boner is probably one of the most mindblowingest highlights of 1980’s American cinema:

2. Hairspray
Rather than a transvestite character, this musical traditionally features a transvestite actor playing the mother’s role as an homage to the big-screen transvestite Divine who originally portrayed the character in the non-musical version. John Travolta is more like an insult than an homage, but the music is so damn good and John Waters is so damn awesome that Hairspray cannot be denied no matter how much you think you hate musicals and Zac Efron.

Unfortunately, embedding is denied, so you’ll have to watch it here.

3. The Rocky Horror Picture Show
Obvious in its awesomeness, Tim Curry’s performance has been enchanting the bi-curious for decades now, but few people realize how awesome these songs actually are, including I Can Make You A Man, Touch-A Touch-A Touch-A Touch Me, Over at the Frankenstein Place, and not least of all:

4. Hedwig and the Angry Inch
The king/queen of all Transvestite Musicals. Not sure if Hedwig is technically a man or a woman at this point, but regardless, he’s by far the most thrilling thing ever to grace the stage, the big screen, and your midnight fantasies. Best of all, the music is ingenious:

Wig in a Box:


The Origin of Love:

Seriously, they should remake The Sound of Music featuring transvestites. Nothing could stop it. Its uncontainable power would melt the galaxy.

Musicals featuring transvestites are effing awesome.


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