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After Charlie and Jordan counsel a prisoner who is close to being released, the prisoner gives Charlie a rat-tooth necklace that he made and asks him to deliver it to his girlfriend. Charlie does so, but the woman says she plans to leave her boyfriend and offers Charlie sex. The prisoner finds out his girlfriend cheated and is leaving, just before being released early. But Charlie has a scapegoat. Meanwhile, Charlie's therapy group members all try to give up something they love for 24 hours, but all soon fail.moreless
Charlie tells Jordan she is ready to handle a prisoner counseling session on her own, mainly because he wants to attend a "stripper bus" party for Sean's birthday. While counseling a handsome prisoner named Tim, a nervous (and slightly drunk) Jordan makes out with him. Facing the prospect of losing their program, Charlie meets with Tim to ask for his silence, but is blackmailed. Charlie then asks Wayne if he can talk to Tim about it. Charlie and Jordan freak out the next day when they hear that Tim "fell" to his death from the roof of the administration building. Elsewhere, Sean offers to model clothing for Patrick to help the latter make a video audition for a fashion-themed reality show.moreless
Charlie is caught by his therapy group having sex with his hooker-girlfriend Sasha. When his continued relationship with Sasha makes him late for work. Jordan then decides to interfere with Charlie's sex life with Sasha by convincing Sasha to refrain from having sex for six months as a "cleanse," telling her that she is doing the same. Meanwhile, Ed, Patrick and Nolan decide to give Lacey's apartment a makeover after earlier hearing her complain.moreless
When the sex study ends and a publisher is interested, Jordan finds that the publishing offer is from Maxim magazine. As she was hoping for the study to wind up in a respected medical journal, Jordan rejects Maxim's offer, to the dismay of both Charlie and a rep from the university. Charlie later has an idea to use his skills helping prisoners re-enter society, but is told that adding a woman gives him a better chance to get funding. After not finding a suitable female partner, he turns to a now-drunk Jordan and receives a non-answer. Meanwhile, Lacey is homeless after her parents cut her off, and is tricked by Nolan into moving into the apartment next to his.moreless
Eugene, a drinking buddy from Charlie's baseball years, is now a new priest and about to perform the wedding ceremony for Lacey and Patrick. Charlie is convinced his friend made a mistake, and he tries to tempt him with booze and hookers before remembering Eugene always had the hots for Jennifer. Meanwhile, Lacey and Patrick are a day away from their wedding when "Fat Mahesh", the man from India Lacey was arranged to marry, shows up for the rehearsal dinner -- only he's now slim, handsome and rich.moreless
When Patrick brings Molly, his friend from Iowa, to Charlie's house to meet the gang, Lacey and Nolan make a bet over who will sleep with Molly first -- Charlie or Sean. The two guys also make their own bet, then go to great lengths to please Molly and try to get her alone. She eventually says she likes them both and offers a three-way, but that goes by the wayside when she begins to think that Charlie and Sean are gay. Meanwhile, Jordan asks Patrick to sing with her on an original song at her AA group's annual talent show.moreless
Jordan's twin sister, is in town. Jordan tells Charlie that the two don't get along ever since her sister slept with her former fiancee. She asks Charlie to help mend the damage between them, but he winds up sleeping with the twin.
Lacey's sister blackmails her into buying her whatever she wants in exchange for not revealing to their parents that the marriage to Patrick is a sham.moreless
Jordan accompanies Charlie to counsel the prison group. While there, Wayne pulls Charlie aside and explains that he is about to be transferred to a Texas prison, where he has many enemies and is sure to be killed. He proposes that Jordan gets engaged to him, which the prison board will view as a reason to keep him in California.
Lacey doesn't feel the $100,000 her parents gave her for a wedding ceremony is enough to cover the event plus all her "accessories", so she and Patrick try to double the money in Las Vegas.moreless
While at his bank wearing only a T-shirt and pajama bottoms, Charlie becomes outraged over bank policies and fees and pulls his pants down. After spending a night in jail, he learns that he may lose his license. Meanwhile, his patients have been trying to find another therapist after Charlie is frequently tardy and hung over, but they can't find anyone that measures up. In the end, Charlie has Jordan, Sean and his patients all appear as character witnesses at his hearing, but only Jordan's wits (and strategic crying) can save Charlie's license.moreless
Sasha, a hooker from Charlie's past, returns with an offer for Charlie for the two of them to sail a yacht to Hawaii as a favor for her friend, but they have to leave on Christmas eve and he has already invited his therapy group for a get-together that evening. Elsewhere, Sean misinterprets Jordan's intentions when she intentionally drives away his date and then invites him over to decorate her Christmas tree, while Ed steals a Mexican-looking baby Jesus from a local church's Nativity scene.moreless
Lacey gets sentenced to house arrest and moves in with Charlie. After intentionally runining two of Charlie's dates, she reveals she's upset that Charlie never hit on her while she was there. Sean plays wingman to help Michael get laid.
Charlie and Jordan are interviewed by a reporter who is writing about their sex study, she convinces Charlie to 'test out' the sex machine with her so she can write informed report. Nolan gets a job at a lingerie store, which leads to Lacey and Jen taking advantage of his employee discount.moreless
Jennifer announces that the woman to whom Charlie lost his virginity in high school is in town. Lacey's parents have to stay at her and Patrick's place for a few days, complicating their marriage ruse, especially when Patrick's boyfriend shows up.
Lacey's parents cut her off, so Charlie agrees to help her out by talking to her parents at dinner. After Charlie says how mature and responsible Lacey has gotten, her parents decide it's time for her to move to India for an arranged marriage. In an effort to prevent this from happening, Charlie says that Lacey is already in a serious relationship. Patrick agrees to pretend to be Lacey's boyfriend for a night. At dinner, Lacey's parents give their blessing and promise that if Lacey and Patrick were to marry, they would give them one million dollars as a gift. Patrick is struggling with money issues and immediately proposes to Lacey, who accepts just as quickly. Meanwhile, Sam keeps hitting animals with the car, and Ed and Martin become temporarily famous when a video of them goes viral.moreless
Sean wants Charlie to put in a good word for him with Jen. Sean tries to get Jen jealous by dating Jordan.
Charlie invites a new therapy patient named Bob 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 Charlie starts to wonder. Jennifer and Sam are smitten by a father and son who later turn out to be gay.moreless
A new patient is added to the group. He turns out to be a pimp and pays for Charlies services with a hooker.
Charlie ends up in bed with Jordans AA-sponsor who turns out to be a sex addict.
Charlie gets a replacement study partner. Jennifer and Lacey tries to get back at Sean.
Charlie and Nolan compete for the attention of a hot grad student. Martin and Ed do a patriotic sham.
Charlie gets help from Sean to throw one hell of a party. Lacey sells drugs to Ed.
Charlie tries to get in between Kate and Lesley. Martin goes to a yoga class with Lacey.
Kate and Charlie loses the grant for their casual sex study and searches for new money. Nolan meets a woman online.
Kate seeks the help of a professional sex surrogate for her 32-year old virgin woman patient and Charlie goes to 'help' the woman. Meanwhile, Jennifer freaks out when Sam gets a tattoo.
Martin along with Ed hit someone with their car. Patrick bribes Lacey to take Nolan for a night of clubbing.
Charlie dates Monica fixes all devices in his house so that they can be controlled by the internet, he gets a visit from her jealous ex-boyfriend. Lacey's first sales call in her new job doesn't go quietly as planned.
Charlie goes to trip with the group, but got held at airport security. Jennifer let Charlie's house be used for a porno shoot.
Charlie starts a friends with benefits relationship with a hot woman from the sex study and Nolan dates an old woman who also a friend of Patrick.
Sean is sentenced to anger therapy after decking someone, who reveals to Charlie that he used to be an escort, he tries to figure out a way to tell Jennifer without breaking confidentiality. Ed continues his stay in Patrick's home, but has issues when he gets rid of his TV set.moreless
Kate and Charlie meet with potential couple to participate in their sex study. Lacey has a new job, so she gets Nolan and Patrick to help her get fired from her other job.
Charlie decides to see his old psychology teacher when he finds it difficult to work with Kate, and learns a secret about her. Patrick enlists Lacey and Nolan to help play a practical joke on Ed to make him think he won the lottery.
Charlie instructs everyone in his therapy group that working at a soup kitchen will give them some perspective. Jennifer tells Charlie she's back together with her old boyfriend Sean, he's mad that he's spending quality time with Sam as well as moving in.
Charlie assigns Nolan to be Ed's anger buddy much to his chagrin. Martin attempts at reuniting Charlie and Jennifer together, which makes Kate very angry after hearing everything from Martin.
Charlie encourages Jennifer becomes Patrick's "life coach" which ends up causing problems within the entire group. Lacey offers to help Martin with a plan to get back together with his estranged wife, but Charlie sees her true motives.
Martin offers to help Charlie coach the baseball team at Sam's school, which leads to him being really competitive. Kate takes over for Charlie's anger therapy group, but everyone doesn't like her methods so they come up with a plan to break her.
Charlie gets a job for Nolan working at Kate's office, he asks him to spy on her when he found she is sending some guy half naked pictures of her. Charlie tries to help Lacey adjust to prison by having an Anger Management therapy group with the inmates she's having trouble with.moreless
Charlie learns that Lacey and Nolan are dating, and realizes she is just using him. Kate accidentally breaks her rule when she sleeps over at Charlie's house.
Charlie takes the group on a equine therapy retreat in order to get them to bond, which leads to the death of Sam's favorite horse.
Charlie's neighborhood is up in arms when they find out he's been having clients with anger issues meeting at his home.
Charlie becomes Lindsay Lohan's anger management therapist while on the set of her new commercial, and the two start to have a tumultuous relationship.
Charlie makes another play for Lori is working with Jennifer on a new business idea. Ed and Patrick make a bet saying they both can find a man for Lacey. Charlie discovers that Lori has sexual anger issues.
Martin is shocked to find out that Sam was never baptized as a baby, Charlie is then irate when finding out his father did it behind his back.
Charlie and Kate battle it out as they're expert witnesses on opposites sides in the same trial. Charlie gives Nolan an assignment to paint anything that basically upsets him. Lacey offers to help Ed deal with getting his wife out of his personal space.
Charlie takes on the takes of having Cee Lo Green as an anger therapy patient, but he ends up asking to fire his employees for him Lacey enlists Nolan to take some photographs of her and they end up sharing a kiss. Kate wants Charlie to drop Cee Lo as a patient, cause he is interrupting their time together.moreless
Charlie gets involved with Sam's English teacher, he thinks her bad grades is based on his poor sexual performance. Lacey starts to have elicit romantic dreams about both Kate and Charlie.
Charlie tries to convince Ed about a "placebo" that supposedly reduces anger, which backfires when Ed is sent back to therapy for shooting someone. Jennifer tells Charlie she insists on going out with him, so she can get to know Kate a little better.
Jennifer and Sam temporarily move in with Charlie while their house is fumigated for mold, Kate has reservations not before arriving drunk seeing them together.
Charlie tries to persuade his father to join a choir of people his own age, a decision he later regrets. Lacey helps Patrick as an anger ally while he deals with a bully from high school.
Charlie runs into one of his old patients and agrees to go out with her, not before learning that a few of her former therapists will be in attendance.
Charlie believes his father is faking alzheimers, and uses a hidden camera to spy on him. Patrick offers to help Nolan change his appearance to help his self esteem.
Charlie gets an invitation to his sister's baby shower and encourages Kate to come along. Patrick decides to tell Ed that his daughter is gay.