An old college friend arrives, sparking a surprise competition between Ryan and Steven to win her affection. Meanwhile, Ryan takes the gang to the studio for Thanksgiving; Owen's mother scrutinizes Lauren's qualifications; and Ryan meets Anne's children.

Ryan's wedding ring causes complications. Meanwhile, Ryan asks Simone to move in with him after he has an encounter with his mirthless bachelor friend; and Anne hesitantly enlists Mr. K as a babysitter.