Trevor brings together ex-soldier Joe Adams and his high-school crush Peaches by way of a Cajun-themed party and has to convince Claire that it is a good idea.
Trevor sets about getting controversial radio jock Jack Kozkowski and Sarah, a single mom listener. Meanwhile, Claire becomes attracted to Peter, a dating bank statistician.
Trevor tries to reunite young New York masseuse Debbie and her ex-boyfriend Lance who comes from an upper class family. He recruits dialect coach Walter Blackstock to help her elocution but they end up falling for each other. Meanwhile, Claire thinks she's on to a winner when she gets information leading to Trevor's past life but is it a smokescreen?