Charlie's newest girlfriend can deal with all the craziness in his life, except for Rose's stalking.
Jake moves to Judith and Herb's when he learns Alan is dating the mum of his friend Eldridge. Meanwhile, Charlie tries to cut back on his alcohol intake.
Charlie gets creative in his efforts to force 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 houseguests after Alan burns down Lyndsey's home.
While Charlie's off getting plastic surgery, Alan takes advantage and pretends to be him at a bar.
Charlie finds himself out of his comfort zone when he learns his date is four years older than he is. Meanwhile, Alan goes on a self-pleasuring binge to use up soon-to-expire ED pills.
When a drunken Charlie ruins Jake's date, Jake retaliates by convincing Alan to hold a birthday party for Evelyn at the house. Russell the pharmacist is subsequently invited when he and Evelyn appear to hit it off.
Charlie is thrilled with the fabulous job Berta's temporary replacement does and Alan thinks Lyndsey's ex-husband is threatening him.
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. However, Alan is concerned that she's using him all over again.
Alan goes to great lengths to be able to get Lyndsey a nice birthday present.
Charlie pays a visit to Dr. Freeman to help deal with breaking up with Courtney.
Alan lets his paranoid suspicions get the better of him when Charlie and Lyndsey start being more friendly to each other.
Obsessed and believing her to be married, Charlie starts stalking Rose. Meanwhile, Alan grows concerned when Jake and Eldridge start videotaping stupid and extremely dangerous stunts.
Rose keeps 'cheating' with Charlie. Alan's plea to family for money, to advertise his chiropractic office, quickly devolves into a Ponzi scheme.
Rose and Alan discover each other's secrets. Meanwhile, Charlie's desperate to get some time alone with Rose.