Charlie becomes paranoid after discovering he's dating a private investigator.

Charlie has to make a decision between keeping his group and being a sports psychologist for a baseball team.

Sean tells Charlie not to have sex with his visiting sister, and Patrick and Lacey discover that they are dating the same man.

Charlie sets up Sean with a hottie even though he knows Sean is seeing Jordan.

Charlie gets in hot water with his prison group when he sleeps with the attractive new warden.

Charlie struggles to control his anger after meeting a hot girl who doesn't date angry guys.

Charlie goes to war with his garbage man.

Charlie creates a monster when he helps Nolan unleash his anger.

Charlie tries to help Patrick through a crisis of confidence by getting him stoned.

Charlie makes a promise to an attractive reporter; it involves an interview with an extremely furious convict.

When Charlie tricks Lacey into believing her father is broke, she gets engaged to an obnoxious billionaire. Meanwhile Nolan makes a business arrangement with Sean's strip club.

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

Charlie risks his life to sleep with a thrill-seeker.

Charlie becomes trapped in a wild dream where he can't distinguish between what's real and what's not.

Charlie interferes with Lacey and Nolan's love life and gets Nolan kidnapped by prisoners.

Charlie invites a new therapy patient named Bob (Bob Clendenin) into the group, who casually tells everyone that he is the devil. Nolan makes a deal with Bob to sell his soul in exchange for Lacey falling in love with him. When Lacey is all over Nolan at the next session, even the skeptical Charlie starts to wonder. Meanwhile, Jen falls for a new neighbor while Sam falls for a young man who appears to be the neighbor's son, but the two are later revealed to be gay.

Lindsay Lohan comes to Charlie for therapy and they begin a tumultuous relationship.

Charlie falls for the sexy daughter of his father's warring neighbor.

Charlie spends the night with Lacey to keep her from killing her ex-boyfriend.

Charlie mistakenly becomes a sex surrogate for one of Kate's patients, who is a thirty-two-year-old virgin.

Charlie is held hostage by his prison group during a riot.

Charlie sleeps with Jordan's hot AA sponsor who happens to be a recovering sex addict.

Charlie dates his daughter's teacher.

Charlie seeks his prison group's help when his partying ways result in him getting arrested.

Charlie asks for a second chance with the woman to whom he lost his virginity, and Lacey and Patrick try to keep up appearances when Lacey's parents pay a surprise visit.