Justin Tracy, the perennial life of the party, is used to being teased by his friends about his success with the ladies. Not that he'll ever get serious with one. Why should he? His life is absolutely perfect the way it is. But at his brother's bachelor party, a drunken bet about his womanizing skill gets a little out of control. Before he knows it, his friends have invited his new tenant – a woman he's never even met – to go to his brother's wedding with him.
Single mom Maddy Trainor has just moved back to Chicago, ready to reclaim her life and conquer the city. Maddy's determined to get her new business off the ground and build a happy home for her son, Teddy. She didn't expect a gorgeous landlord, but ogling Justin Tracy is definitely a bonus to her new apartment.
Justin intends to apologize to Maddy for the out-of-the-blue wedding invitation and get gone, but his new neighbor turns out to be funny, whip-smart, and sexy as hell. Why not take her to the wedding for real? Just as friends, of course. To Maddy, the wedding – one night of champagne and dancing with a self-admitted Peter Pan – sounds like amazing no-strings fun. But the sparks that blaze between the two of them can't be contained to one night. And two people who think they have life figured out are about to realize they know nothing about love …