Michael goes to a college reunion in Chicago, where he bumps into Jane. The connection between them is still there but Jane tells him that she is getting married in a couple of days. Michael later finds out that this is not true, and the two reminisce about the good times in their relationship. Jane ends up following Michael back to Los Angeles in the hopes of rekindling their romance. Peter turns to a shady former patient for help when his efforts to woo Amanda fail. Billy and Samantha vie for an Italian client's in-house advertising position.