Boys will be boys. But what happens when boys will be girls? With Tyler Perry again buttoning up his onscreen alter ego’s housedress for this weekend’s Madea Goes to Jail, we strip bare 10 dudes who looked like ladies.
10. Johnny Depp, Ed Wood
Once declared the worst director of all time, Edward D. Wood Jr. wasn’t just the auteur behind the mind-numbingly bad Plan B From Outer Space. As Tim Burton’s affectionate biography reminds us, Wood also employed his “talents” to squash misconceptions about cross dressing with Glen or Glenda. For Wood (an unusually sweet and sunny Depp), putting on one of his beloved Angora sweaters made him feel “comfortable,” not sexually aroused. To this end, Depp parades around looking very much at ease wearing women’s clothing rather than trying to fool anyone that he’s a she. Wood would be proud.
KEEP READING: See No. 9 …