Torch Song Trilogy (1988)

Before Harvey Fierstein strapped on a pair of fake boobs to play Edna in Hairspray (2002), he strapped on a pair of fake boobs to play Arnold Beckoff, a female impersonator looking for love under the watchful eye of his Jewish mother. The sentimental film has it all – drag, comedy, drama, gay bashing, gay adoption and family antics. You can even catch a youngerMatthew Broderick playing boyfriend to a very svelte Fierstein.