Alan's famous ex-wife, Kandi, wants to reconcile; when Berta isn't interested in celebrating her birthday, Walden tries to make her day special.
Walden asks Rose to move in, but she feels that it's too early in their relationship. When Zoey tells Walden that she wants to get back together, however, he has to choose between Rose and Zoey…before it's too late.
Alan is hesitant to make a serious commitment to Lyndsey (recurring guest star COURTNEY THORNE-SMITH), but gets inspiration from an unlikely source. Meanwhile, Walden enjoys being a boy-toy for a rich older woman.
Depressed about being single on Valentine's Day, Walden tries to convince Kate to give him another chance. Meanwhile, Alan's all-out Valentine's Day plans for Lyndsey take a turn for the worse.
Walden and Alan find themselves on dates with two ideal women until Lyndsey's jealousy throws a wrench in their evening. Jeff Probst makes a guest appearance as himself.
