Carly introduces her millionaire boyfriend, who has an unexpected connection to Dexter. Meanwhile, John and Catherine flirt with the danger of possible break-ins.
To check items off his bucket list, John tries skydiving and visits his childhood home, and surprises ensue. Catherine displays her vocal chops, and Hampton does a sit-up and receives flowers.
Eve considers a breast reduction so John takes her to consult a plastic surgeon (Harry Anderson). When eve calls John an older man, John then considers age reducing plastic surgery.
John's romantic weekend plans with a Yoga Instructor get derailed when he spots Catherine with her old beau riding the same train to a mud bath health resort they had reserved before breaking up.
Gene becoming a father causes Catherine to realize she wants a baby. She asks John to be the father and he agrees, which causes an emotional roller coaster between the two of them. Meanwhile, Dexter joins a reality show "the Reality House"
John gets an internship at a newspaper which doesn't turn out to be the dream job he pictured until he's tasked with the obits that turns into an investigation of the paper's publisher's death. And Gene struggles to comfort his newborn
As a favor to Carly, John reluctantly agrees to help her boyfriend, Karl, with his senate campaign. It becomes clear Karl's more into image than anything (which could hurt Carly), John throws his "ring into the hat" and runs himself.
John tries to keep his electric car charged. Carly breaks up with Karl and wants John back. Dexter warns John against it. Mahalia hits it off with John's landlord. There's a wedding and a giant shoe. Catherine has something to tell John.
