SOOKIE: You’re gonna be a Sadie.
LORELAI: A what?
SOOKIE: A Sadie. [sings] “Sadie, Sadie, married lady. Meet a mortgagee.”
LORELAI: Funny Girl!
SOOKIE: Streisand!
LORELAI: Love it!
Sookie sings from Sadie, Sadie – the song which gives this episode its title. As Sookie and Lorelai’s dialogue makes clear, it’s from the musical film Funny Girl, starring Barbra Streisand, and previously discussed. Lorelai and Rory have both called each other “funny girl”, and here Lorelai confirms that she loves the film.
In the movie, this song is sung when Fanny Brice, the comedienne and Ziegfield Follies star who is the subject of the film, marries her husband Nick Arnstein (Omar Sharif). What Sookie and Lorelai do not acknowledge is that the marriage was a mistake: Nick was a gambler and criminal, and he and Fanny separated after he was sent to prison.
Almost every reference to marriage in this episode, while Lorelai is deciding whether to marry Max, is negative in tone, with a focus on marriages that don’t last. Lorelai doesn’t seem to take notice of these many hints.
The Annotated Gilmore Girls 