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[–] 1 pt

To think, in the '90s even Hollywood openly made fun of trannys

I have early memories of watching Bachelor Party with Tom Hanks and the tranny bit. It was on cable recently and is still funny.

[–] 2 pts

Also Ace Ventura where Jim Carrey strips a suspected tranny in public in the 3rd act, and of course Austin Powers "that's a man, baby"