September 22, 2008 • 22m
In the 6th season opener, Charlie runs into an ex-girlfriend and a child who bears a striking resemblance to Charlie.
September 29, 2008 • 22m
Charlie borrowed money from Alan and on the day he is supposed to pay him back, Alan goes to ask Charlie for the money. He again f...Read more
October 6, 2008 • 22m
Alan, Jake, and Charlie all decide to try new things: Alan is dating more than one woman, Charlie learns to cook, and Jake experiments with beer.
October 13, 2008 • 21m
Alan is sure that things will turn bad when Charlie starts dating his receptionist.
October 20, 2008 • 22m
Charlie tries to help Jake's former teacher, who became a stripper after dating him, but things go from bad to worse when she has ...Read more
November 3, 2008 • 22m
When Judith kicks Herb to the curb, Alan comes knocking; Jake is sent to stay with a less-than-willing Charlie for three months du...Read more
November 10, 2008 • 22m
Alan tries to escape Judith's grasp as Charlie and Herb go on the prowl to pick up women. They later end up going back to Herb's h...Read more
November 17, 2008 • 22m
Charlie's new girlfriend Chelsea asks him to spend the night at her place, which puts Charlie well outside of his comfort zone, wh...Read more
November 24, 2008 • 22m
Charlie finds himself in an uncomfortable position when Jake takes off with the daughter of a former NFL player. Charlie's Mercede...Read more
December 8, 2008
Evelyn offers to pay for Jake's college education, and Alan becomes listless because he has no compelling reason to work anymore, ...Read more
December 15, 2008
Charlie finds himself re-examining his wild ways when an old friend dies and begins to feel that his time on Earth may be drawing to a close.
January 12, 2009
Charlie and Jake fight for the affections of a waitress, while Alan fights sexual tension with his receptionist.
January 19, 2009
Judith is pregnant with a baby girl and Alan is convinced he is the father.
February 2, 2009
Melissa doesn't think Alan's family appreciates him, so she asks him to move in with her and her mom.
February 9, 2009
Charlie ends up in couples counseling.
March 2, 2009
Charlie has to remove a half-naked woman from his bedroom before Chelsea arrives.
March 9, 2009
Charlie's admission that he's in love with Chelsea gets a surprising reaction from her
March 16, 2009
Chelsea's illness gives Charlie a chance to prove he can take care of her, but also yearning to run away from the situation.
March 30, 2009
After Chelsea discovers a nude picture of another woman on Charlie's cell phone, he blows off steam by going out for a night of dr...Read more
April 13, 2009
Charlie's desperate to make sure Chelsea and Evelyn don't befriend each other following their first meeting.
April 27, 2009
Chelsea is asked by Alan to arrange a blind date between he and her new friend, unaware that her new friend is Rose.
May 4, 2009
Charlie mourns the loss of his bachelor pad as he reluctantly allows Chelsea to move in. Meanwhile, Alan discovers there is no lon...Read more
May 11, 2009
Alan and Chelsea become best buds, and Charlie decides to take advantage of the situation.
May 18, 2009
Charlie starts to question his relationship with Chelsea when he hears that Mia is back in town. Meanwhile, Judith goes into labor...Read more