The Dirty Joke:
When Ally is accused of being a Julie Andrews type, she tries to shed the label by betting that she can tell a dirty joke – in front of her friends, colleagues and strangers – better than Renee. Meanwhile, attorney Caroline Poop (guest star Sandra Bernhard) returns to represent a beautiful office mail-deliverer; the subject of Elaine’s recently withdrawn sexual harassment suit against the Cage & Fish, who now wants to file her own charges of sexual harassment against the law firm.

Boy To The World:
Judge Whipper Cone asks Ally to represent a beautiful and fragile transvestite prostitute (guest star Wilson Cruz). Ally is so moved by his personality and situation that she goes out of her way to keep him off the streets. Meanwhile, Richard deals with the death of his eccentric uncle and hires a gospel singer (guest star Jennifer Holiday) to belt out a popular, but politically incorrect song after the eulogy.

Silver Bells:
Ally’s incurable romanticism and John’s legal acumen make them the perfect fit in Richard’s eyes to handle the case of three adults seekig a legal marriage. Georgia, feeling blue for the holidays, points out that the clients’ triangle isn’t very different from the one in which Ally, Georgia and Billy find themselves. Meanwhile, preparations are in full swing for the company Christmas party in which Renee joins singer Vonda Shepard in a sexy rendition of “Santa Clause is Coming To Town.”

Cro-Magnon:
Ally, Renee and Georgia enjoy sculpting nude males in this art class. Soon after; Ally finds herself actually going out with the man (guest star Michael Easton) whose body she was molding. Meanwhile, Ally works on the case of a 19 year old man facing assault charges for protecting his date from an aggressive ex-boyfriend.