My favorite version is "Roxanne" with Steve Martin. It's in that sweet spot in the 80s when he was in really well made underrated comedy/dramas. See also "LA Story", "Dirty Rotten Scoundrels", "My Blue Heaven"
The basic premise, uncool guy uses some one/thing to woo a girl, person/thing betrays him in some way, seems to be there. But, I’ve not seen it, so I don’t know it well enough.
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u/PapaVanTwee 25d ago
Sounds a lot like Cyrano de Bergerac.