Jenny moves in with Evelyn and her wealthy boyfriend, Marty (Carl Reiner).

Alan has a difficult time coping when Lyndsey breaks up with him.

After a fight with Walden, Alan decides to move in with Herb.

When Walden runs into his ex and they start talking about getting back together, Alan worries that she is not good enough.

Depressed on Valentine’s Day, Walden tries to talk Kate into giving him another chance; Alan’s holiday plans go south.

Alan is faced with relationship trouble when he does not give Lyndsey a key to the beach house; Walden, Alan, Herb and Billy commiserate about relationships.

Alan and Walden go to Kate’s fashion show in New York so Walden can reveal the truth about his identity.

Walden juggles his two identities; Alan ends up alone on Christmas.

Alans famous ex-wife, Kandi, wants to reconcile; when Berta isn’t interested in celebrating her birthday, Walden tries to make her day special.

Alan feels reluctant to make a commitment to Lyndsey, but an unexpected source inspires him; Walden enjoys being the boy-toy of a wealthy older woman.

Despite Alan’s warnings, Walden starts dating Rose.

Alan and Lyndsey decide to spice things up in the bedroom.