24 Episodes · Premiered September 19, 2005 · Ended May 22, 2006
After Alan falls off the roof trying to fix the satellite dish, Charlie volunteers to look after Jake for the weekend.
Charlie turns Alan's chiropractic office into a brothel while Alan tries to avoid offending a large-breasted woman.
Charlie organizes an intervention to keep Alan from reuniting with Judith.
Berta moves in for a few days and sets Charlie and Alan at each others' throats.
Bout of impotence causes Charlie to reexamine his feelings toward women.
Alan is convinced that Charlie's new girlfriend has put an evil curse on him.
Rose's father confronts Charlie about his intentions towards his daughter.
Charlie cons Jake into taking ballet lessons in order to get close to the teacher.
Wealthy, elderly woman sets her sights on Alan.
Charlie helps Alan cope with his lifelong obsession to get women's approval.
Alan dates a Martha Stewart-like woman who takes over the house during the Christmas holidays.
Alan's emotional breakdown sends Charlie into therapy.
Charlie must deal with the challenges of a committed relationship that is not based on sex.
Charlie plans the ultimate romantic evening with Mia, and Alan dates a much younger woman.
Charlie's lifestyle causes tension with Mia.
Alan tries to avoid bringing his sexy 22-year-old girlfriend to Jake's birthday party.
Charlie is nominated for an advertising award against his arch nemesis who always wins.
Alan becomes financially strapped when he starts paying his young girlfriend's bills.
Kandi moves in with Alan, causing tension in the house.
Charlie is sleeping with Kandi's mother as Alan tries to win Kandi back.
Alan finds he has more in common with Jake's teacher than with Kandi.
Charlie and Alan help Jake prepare for his first boy-girl party.
Charlie's ex-girlfriend, Mia, comes back in town with an unexpected request, which Charlie follows with an unexpected question of his own.
Charlie and Mia plan their wedding.