The timing on that ad was really weird. I’ve actually been rewatching the show in anticipation of the fourth season and was planning on posting this once I made it through the third season.
In the episode, Sad Sack, Lindsay Bluth, who’s voice was hoarse from having to shout at singles bars, starts flirting with her daughter, Maeby’s, love interest, Steve Holt. Maeby gets back at her by convincing Steve Holt that her mother is a trans woman.
Arrested Development, S2e05: Sad Sack
December 12, 2004