A new family member arrives to surprise everyone as Charlie's daughter arrives to meet her family. It turns out she has more in common with her father than expected.
Walden finally gets fed up and kicks Jenny out, so she moves in with her grandmother Evelyn and her 91 year old boyfriend, Marty. Alan is surprised when Lyndsey wants him back in her life, partially.
When Berta hurts her back, Walden and Alan start looking for another housekeeper.
Walden joins Jenny and her girl friends on the town while Alan dates another woman to protect his affair with Lyndsey.
Alan's curiosity about Lyndsey's boyfriend overwhelms him, and he secretly becomes his friend. Walden makes a concerted effort to help Jenny pursue her acting career.
Alan's obsession with Lynda Carter explodes when he meets her while attending a charity event with Walden.
Alan and Walden's date with two hot young ladies is interrupted by a very jealous Lyndsey, leading to an ultimatum.
Lyndsey's boyfriend finds out she is having an affair but Walden ends up paying the price when Rose enters the picture.
Walden's date turns out to be a fixer upper while Alan dates a beautiful woman with an unusual background.
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.
Walden joins his beautiful former employee on a brilliant new project. Meanwhile, Alan advises Jenny to open up to her girlfriend or risk losing her.