Overview: Charlie must make a difficult decision about his future and with which woman he wants to spend his life: Chelsea or Mia.
Overview: When Chelsea convinces Charlie to let Alan's new girlfriend, Melissa, move in, the girls end up taking over Charlie's house.
Overview: Alan ends up playing maid to Judith's new baby as well as his former mother-in-law. Meanwhile, Jake uses an incriminating photo to blackmail Charlie.
Overview: Alan starts working for Evelyn as Charlie works to fix the relationship between Chelsea and Jake.
Overview: Jake stops at nothing to get away from Charlie and Alan, after they embarrass him out in public.
Overview: Alan's advice to Chelsea that she get breast-reduction surgery is not met with enthusiasm by Charlie, who kicks him out, but staying with Evelyn has its own challenges.
Overview: Alan and Charlie are shocked when they wake up next to a strange woman, and try to find out what happened.
Overview: While overcoming a bad break-up, Chelsea invites her beautiful college roommate to stay at the house.
Overview: While Alan struggles to cure his baldness, Charlie deals with the problem that he can't satisfy Chelsea.
Overview: Chelsea wants Charlie to take dancing lessons for the wedding, when Charlie uncovers the truth that Chelsea has been lying about her finances.
Overview: Jake is taught the art of infidelity by Charlie, while Celeste is away for Christmas.
Overview: Jake hopes to win back Celeste by writing her love songs. Alan and Herb hope to keep Judith from finding out they've become friends.
Overview: Charlie opts to have a colonoscopy in order to avoid going on a trip with Chelsea to see her parents. However, when he returns home, he finds her parents at his house.
Overview: Charlie suspects Chelsea likes the lawyer representing Alan after his arrest for a bar fight.
Overview: Chelsea and Charlie's relationship is at risk when Charlie's jealousy comes between them.
Overview: Charlie runs off to Vegas and returns with a new wife, but she's not Chelsea.
Overview: Charlie and Chelsea have a post-breakup one-night stand.
Overview: Charlie has a return engagement with Chelsea's best friend, while Alan has an unexpected effect on a new female patient.
Overview: Alan is torn between the bad influence of Jake's new friend and the hotness of his mother.
Overview: Alan tries for an intimate night at a hotel with his new girlfriend, while Charlie takes a different approach to obtain the "girlfriend experience"
Overview: Charlie is visited by the ghosts of his ex-girlfriends while Alan and Jake are on a road trip.
Overview: Charlie is miffed over Alan's planned attendance of Chelsea's birthday party and suffers the indignity of having Jake chauffer him around following a license suspension.