I'm going to consider this a corollary to Women's Horror. Content warning: suicide
Paul (Griffin Dunne) is a typical 80s yuppie. He's stuck in a job that pays well but is boring with no upward mobility, and he's lonely. During a bout of insomnia, he meets Marcy (Rosanna Arquette) at a diner and decides to try his luck. Thus setting in motion a series of events that results in the worst night of his life.
Okay, so we previously defined Women's Horror as "what if we just showed what women's lives are like" and believe it or not, this counts.
Paul spends the majority of the night second guessing the intentions of every woman he meets, being hounded, harassed, and at one point literally imprisoned as he grows increasingly desperate for help. Now, because he is a man, this is played for dark humor. If he were a woman, this would be a slasher/thriller. Which drags us back around to dark humor, actually.
This was directed by Martin Scorsese and it is probably the biggest outlier of his filmography. He has made movies with humor before but never an out-and-out comedy. Now whether you consider this to be successful as a comedy or not is entirely your perception. It's streaming on Kanopy for free with a library card.
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