X's & O's (2007)

Relationship issues arise between a researcher with a theory to explain away all his failed dating experiments, a player who wants out of the game, a deejay whose head spins with thoughts of God, a hoodrat with no street cred, a poet not-so-well-versed in the art of love, and a womanipulator of men.

Unfortunately the movie X's & O's is not yet available on Disney Plus.