Jason is a cynical rich playboy. He doesn’t take life seriously. He doesn’t believe in settling down. Eileen's twenty-seventh birthday is almost here. But as always she's an afterthought in her parent’s minds. Her family is too busy planning a shotgun wedding for her older sister to pay attention to her. And now she has to help. It’s just another year where she’s overlooked. But the best man is smoking hot. He actually notices her, and makes her feel special. Jason doesn’t believe in commitment, but Eileen intrigues him. She’s not the kind of girl he usually hooks up with. She doesn’t even fall for his charm. He’s made it his mission to convince her that he’s not the shallow man she thinks he is. But can Jason give up his playboy lifestyle to become the man Eileen needs?