Jake moves to Judith and Herb's when he learns that Alan's dating his friend Eldridge's mom. Charlie tries to cut back on the alcohol.
Charlie is willing to do anything for Alan to accept Lyndsey's offer to move in with her.
Though he accepted Lyndsey's offer to move in, Alan continues to use Charlie's beach house to have sex with Melissa.
Charlie gets even more unwanted house guests after Alan burns down Lyndsey's home.
While Charlie's off getting plastic surgery, Alan takes advantage and pretends to be him while in town.
Charlie has trouble adjusting to dating a slightly older woman.
Charlie's newest girlfriend can't deal with Rose's stalking.
Charlie and Alan try to set up Evelyn with Russell, the pharmacist.
When Berta takes a couple of days off, Charlie falls for her replacement. Meanwhile, Alan believes he's being stalked by Lyndsey's ex-husband.
Charlie goes on a spending spree for his old fling, Courtney, who shows up after three years in prison for conning him out of money.
Alan is ashamed that he can't afford to buy Lyndsey a birthday present, so he gets creative.
Charlie pays a visit to Dr. Freeman to help deal with breaking up with Courtney.
When Charlie and Lyndsey start becoming friendly, Alan's paranoia gets the best of him.
Charlie's obsession with the newly "married" Rose leads him to stalk her. Meanwhile, Alan grows concerned when Jake and Eldridge start videotaping stupid and extremely dangerous stunts.
While Charlie and Rose carry on their "affair", Alan's chiropractic business turns into a Ponzi scheme.
Rose uncovers Alan's Ponzi scheme and Alan, in turn, meets "Manny", Rose's mannequin "husband". Meanwhile, Charlie is eager to get some alone time with Rose.