Walden helps Jenny get a second date with a one-night stand and Alan's transgender girlfriend's ex-wife hits on him. Meanwhile, in the spirit of the holidays, Alan receives a Japanese delicacy from Jake for Christmas, and Walden's Malibu house is alive with questionable Christmas carol lyrics.

Alan lets Lyndsey's boyfriend Larry set him up on a date. Meanwhile, Walden offers to help Nicole with her software project so she'll have time to date him.