Revealing mistake: When Denise is showing Brad how to kiss, the first kiss is a typical "stage kiss" with their lips pretty clamped shut, but she then details what he's doing wrong with his tongue, which clearly wasn't at all involved with the sort of kiss they just shared.
Boston Legal (2004)
Episode list - season 3
Starring: James Spader, William Shatner, Candice Bergen, Rene Auberjonois
More mistakes in Boston Legal
Brad Chase: I outrank you.
Alan Shore: And I'm such a slut for authority.
Trivia: Alan tells Denny that he'll outlive them all, and will still be out there "doing Priceline commercials". William Shatner did commercials for Priceline for many years.