Season Eight brings a return to bachelordom for Charlie Harper (Charlie Sheen) as TV's #1 comedy finds its hilarious form once more. Add in the amorous blunders of Charlie's divorcee brother Alan and the lovable, but sometimes cement-headed decisions of Charlie's teenaged nephew Jake and these (almost three) men add up to riotous fun!
When Jake finds out that Alan has been dating Eldridge's mom, he packs up and heads to Judith and Herb's. Meanwhile, Charlie decides it's time to cut back on boozing.
When Lindsey asks Alan to move in with her, Charlie will do anything to get Alan to say "yes!"
Alan moves in with Lyndsey but continues to have a rendezvous with Melissa at Charlie's house.
Lyndsey and Eldridge move into Charlie's house after Alan burns down their home. JUDD NELSON (Suddenly Susan, St. Elmo's Fire) guest stars as Lyndsey's ex-husband.
Alan goes out on the town pretending to be Charlie while Charlie sneaks off for some cosmetic surgery.
Charlie has trouble adjusting to dating a slightly older woman (guest star LIZ VASSEY - CSI: Crime Scene Investigation).
Charlie's girlfriend finds Rose too much to handle.
Charlie and Alan try to set up their mother with Russell, the pharmacist (returning guest star MARTIN MULL).
When Berta takes a couple of days off, Charlie falls for her replacement (guest star TONITA CASTRO). Meanwhile, Alan believes he's being stalked by Lyndsey's ex-husband.
Charlie goes on a spending spree for his old fling, Courtney (JENNY McCARTHY), who shows up after three years in prison. CARL REINER also returns as Marty, Evelyn's old fling.
Alan is ashamed that he can't afford to buy Lyndsey a birthday present, so he gets creative. JENNY McCARTHY returns as Charlie's girlfriend.
When Charlie and Courtney break up, Charlie falls into a depression and goes to see his psychiatrist, Dr. Freeman (guest star JANE LYNCH).
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.