Following his break-up with Zoey, Walden has a breakdown.
Alan and Lyndsey decide to spice things up in the bedroom.
Walden starts to feel his age when a friend's daughter comes to town.
Despite Alan's warnings, Walden starts dating Rose.
Walden has to choose between Rose and Zoey.
Tired of the complications of a traditional relationship, Walden hires an actress to play the part of his girlfriend. Meanwhile, Jake and Missi plan a rendezvous at the beach house.
Alan is hesitant to make a serious commitment to Lyndsey but gets inspiration from an unlikely source. Meanwhile, Walden enjoys being a boy-toy for a rich older woman.
Alan's smokin' hot, famous ex-wife, Kandi, wants him back. Meanwhile, Berta isn't interested in celebrating her birthday, so Walden helps make it special.
Alan helps Walden create a new identity in order to find a woman who isn't just after his money.
Walden juggles having two identities - rich man and poor man - and Alan finds himself alone at Christmas.
Using Walden's money, Alan invests in Kate's fashion line. Meanwhile, leading a double life starts to take its toll on Walden.
Walden and Alan go to Kate's fashion show in New York so Walden can tell her the truth about his identity.
Alan and Lyndsey's relationship is strained when he won't give her a key to the beach house. Meanwhile, Walden, Alan, Billy and Herb commiserate about women and relationships.
Alan has concerns when Jake brings his 36-year-old girlfriend home for a visit. Meanwhile, Walden tries to keep a secret from Alan.
Walden, depressed about being single on Valentine's Day, tries to convince Kate to give him another chance. Meanwhile, Alan's Valentine's Day plans take a turn for the worse.
When Walden runs into his ex-wife at a high-end singles mixer and they talk about getting back together, Alan worries that she's not good for Walden.
Following a fight with Walden, Alan moves in with Herb.
Walden and Alan try to cheer up a lonely Herb, but end up partying a little too hard.
When Jake cheats on his girlfriend with her 18-year-old daughter, Alan and Walden get caught in the crossfire.
Alan has trouble coping when Lyndsey dumps him and Walden must find a way to help him get back on his feet.
When Walden encourages a depressed Alan to update his look and start dating again, Alan faces a moral dilemma when he attracts a married woman.
Walden dates a hot 22-year-old woman, but finds himself more attracted to her worldly grandmother. Meanwhile, Alan and Jake go on a father-son bonding trip.