2009 • 22 episodes
Episodes
Episode 1 • Sep 21, 2009
Charlie must make a difficult decision about his future and with which woman he wants to spend his life: Chelsea or Mia.
Episode 2 • Sep 28, 2009
When Chelsea convinces Charlie to let Alan's new girlfriend, Melissa, move in, the girls end up taking over Charlie's house.
Episode 3 • Oct 05, 2009
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.
Episode 4 • Oct 12, 2009
Alan starts working for Evelyn as Charlie works to fix the relationship between Chelsea and Jake.
Episode 5 • Oct 19, 2009
Jake stops at nothing to get away from Charlie and Alan, after they embarrass him out in public.
Episode 6 • Nov 02, 2009
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.
Episode 7 • Nov 09, 2009
Alan and Charlie are shocked when they wake up next to a strange woman, and try to find out what happened.
Episode 8 • Nov 16, 2009
While overcoming a bad break-up, Chelsea invites her beautiful college roommate to stay at the house.
Episode 9 • Nov 23, 2009
While Alan struggles to cure his baldness, Charlie deals with the problem that he can't satisfy Chelsea.
Episode 10 • Dec 07, 2009
Chelsea wants Charlie to take dancing lessons for the wedding, when Charlie uncovers the truth that Chelsea has been lying about her finances.
Episode 11 • Dec 14, 2009
Jake is taught the art of infidelity by Charlie, while Celeste is away for Christmas.
Episode 12 • Jan 11, 2010
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.
Episode 13 • Jan 18, 2010
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.
Episode 14 • Feb 01, 2010
Charlie suspects Chelsea likes the lawyer representing Alan after his arrest for a bar fight.
Episode 15 • Feb 08, 2010
Chelsea and Charlie's relationship is at risk when Charlie's jealousy comes between them.
Episode 16 • Mar 01, 2010
Charlie runs off to Vegas and returns with a new wife, but she's not Chelsea.
Episode 17 • Mar 08, 2010
Charlie and Chelsea have a post-breakup one-night stand.
Episode 18 • Mar 22, 2010
Charlie has a return engagement with Chelsea's best friend, while Alan has an unexpected effect on a new female patient.
Episode 19 • Apr 12, 2010
Alan is torn between the bad influence of Jake's new friend and the hotness of his mother.
Episode 20 • May 10, 2010
Alan tries for an intimate night at a hotel with his new girlfriend, while Charlie takes a different approach to obtain the "girlfriend experience"
Episode 21 • May 17, 2010
Charlie is visited by the ghosts of his ex-girlfriends while Alan and Jake are on a road trip.
Episode 22 • May 24, 2010
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.