Lorelai is terrified that Rory is becoming too comfortable with the "high society" lifestyle she herself ran away from. Seeing Rory fit in seamlessly with Richard’s business associates triggers Lorelai’s deepest insecurities.
Dean’s awkwardness at the Gilmore dinner highlights the class divide that remains a central theme throughout the series. Lorelai’s Internal Struggle [S1E17] Ate The Hamburgers, Wearing The Hats
It refers to the idea of participating in the silly, performative rituals of the wealthy. Lorelai is terrified that Rory is becoming too
“You’re a Gilmore. It’s in your blood. You can’t escape it, and I can’t protect you from it anymore.” Lorelai’s Internal Struggle It refers to the idea
The episode explores the seductive nature of wealth. Lorelai sees the luxury as a trap, while Rory sees it as a bridge to her grandfather.
Lorelai and Rory are invited (read: summoned) to a party at the Gilmore mansion to celebrate Richard’s recent business success.
The phrase is Lorelai’s shorthand for selling out.