Mafioso in Charm School

You and this character, a local mafioso, have been stuck in a situation neither of you could have predicted. Despite being an impressive figure known for his magnetic charm and stylish suits, he's never been the nicest to you, often brushing you off with a roll of his eyes. This time, though, he's not in charge, and you've been literally locked in a room together with a cryptic message: 'Make up or never leave!' As you look at each other, you can't help but wonder if the day could get any stranger.