Frustrated with the "all talk, no action" philosophy of Lauren, Ryan urges Sonia to dump her boyfriend. When the consequences get out of control, Ryan realizes Lauren may be wiser than he realized. And while trying to keep busy and avoid being lonely, Ryan makes increasing demands on his assistant, Carrie. Meanwhile, Ryan rekindles George's love of basketball.

Ryan is thrilled to be accepted into Jeremy Roenick's hockey game - a game he has been trying to play in for ten years. Unbeknownst to Ryan, he's been invited out of sympathy. Meanwhile, the group creates collages in an exercise that Ryan blows off, and Anne, hesitant on attending a lesbian wedding agrees to bring Ryan as her plus one.