Jack Riley can't stand his boss Madeleine Langston, the Ice Queen. And yet, he can't help but want her, too. Jack has tried avoiding her, even ignoring an invitation to her party. On his way home the night of the party, he saves a man from being mugged. As thanks, the man, a tailor, offers to make him a custom tuxedo, which transforms him into a sophisticated young man. Jack's transformation is so extreme that Madeleine doesn't even recognize him. For one night they both get what they want, but Jack rushes off the next morning before his identity is revealed. After returning to his normal work life as a journalist, he discovers that the Brooklyn youth center where he volunteers is about to close down...and Madeleine is to blame! Jack is determined to keep open the center open. He knows Madeleine could help grant the kids' wishes. And so he has a plan. All he needs is some faith, hope, and a very well-fitted tuxedo.