25. Tom Hanks

When your career has been as long as Tom Hanks' has, you're bound to have cross-dressed at least once. Given the number of movies Hanks has made, this was almost a statistical inevitability. All of us will have our own favorite Hanks films, whether that's 'Forrest Gump,' Apollo 13,' 'Castaway,' war epic 'Saving Private Ryan,' or something completely different. Hanks rarely makes a bad film, nor one that performs poorly at the box office.

We have serious reservations about him in this part, though. The image is taken from 'Bosom Buddies,' and we're crossing our fingers and hoping it was played for laughs. The effect that's been achieved with the hair, makeup and outfit is more 'drag queen' than 'gender swap,' and it's not a drag queen that RuPaul would entertain for very long on 'Drag Race' either. Hanks was young when he made 'Bosom Buddies', so better days were ahead of him.

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