I'm thinking rom-com aus. Maybe something classic like Roman Holiday with a bored Prince Tony and traveling artist Steve?
Or perhaps something inspired by How to Marry a Millionaire? Steve, despite his reservations, is determined to marry someone rich, but falls for Tony even though he thinks he's poor?
Or maybe something like How to Lose a Guy in 10 Days with Tony trying to get Steve to break with him before 10 days are over and Steve just trying to hold out for 10 days so his friends will stop setting him up?
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Or perhaps something inspired by How to Marry a Millionaire? Steve, despite his reservations, is determined to marry someone rich, but falls for Tony even though he thinks he's poor?
Or maybe something like How to Lose a Guy in 10 Days with Tony trying to get Steve to break with him before 10 days are over and Steve just trying to hold out for 10 days so his friends will stop setting him up?