Charlie accepts a new patient, a pimp named Ray James II, into his therapy group. After Charlie sleeps with a young woman called Sasha (Anna Hutchison) who approached him at the bar, she reveals that she's a hooker and that Ray sent her as payment for his sessions. Meanwhile, Lacey, Nolan and Ed are creeped out by Ray, and attempt to hold their own self-help session without Charlie present.

Charlie's Christmas plans with Sasha are derailed when Ed steals the baby Jesus from a Latino church.

When Charlie keeps choosing sex over work, Jordan convinces his girlfriend, Sasha, to cut him off for six months.

Problems arise after Charlie has a threesome with his girlfriend and one of her friends, and Lacey uses Jordan's help to try and sell her eggs.

Charlie lets his house become a halfway house for five hookers.

Charlie goes to Vegas and life gets complicated after a night of heavy drinking.