Walden dates a sexy young woman, but is actually more interested in her grandmother. Meanwhile, Alan and Jake take a final road trip together before Jake leaves for Japan.
Alan loses Lyndsey over his refusal to make a long-term commitment, while Walden becomes a "boy toy" for a rich older woman who has no idea that he's a billionaire.
While Walden takes a job as a Christmas tree salesman as part of his ruse, he gets a billion dollar business proposal from Mark Zuckerberg. Meanwhile, Alan finds himself completely alone at the beach house for the holidays.
While Walden's health and other bedroom issues begin to suffer as a result of living a lie, he gives Alan 100,000 dollars to "invest" in Kate's fashion line.
Alan is crushed when Lyndsey dumps him and immediately starts dating a new man, and Walden is crushed because he is now completely stuck with Alan--again.
Walden dates a sexy young woman, but is actually more interested in her grandmother. Meanwhile, Alan and Jake take a final road trip together before Jake leaves for Japan.