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.
Charlie is willing to do anything for Alan to accept Lyndsey's offer to move in with her.
After moving in with Lyndsey, Alan continues to have a rendezvous with Melissa at Charlie's house.
Lyndsey and Eldridge move into Charlie's house after their home burns down.
Alan pretends to be Charlie when he goes out on the town; Charlie sneaks off for cosmetic surgery.
Charlie has difficulty dealing with dating a slightly older woman.
Charlie's girlfriend gets fed up with his stalker, Rose.
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.
When Charlie's ex-girlfriend Courtney is released from prison, he treats her to the good life despite her having been in prison for conning him.
Alan goes to great lengths to be able to get Lyndsey a nice birthday present.
Depressed after his breakup from Courtney (Jenny McCarthy), Charlie goes to see his psychiatrist (Jane Lynch).
Alan feels paranoid when Lyndsey becomes friendly with Charlie.
Obsessed and believing her to be married, Charlie starts stalking Rose. Jake and Eldridge start taping themselves doing Jackass-style stunts.
While Charlie and Rose carry on their "affair," Alan's chiropractic business turns into a Ponzi scheme.