In S1E9, Rory and Lorelai are discussing the reason Rory doesn’t want to go to her school dance. Rory says she can imagine what it would be like, and she doesn’t want to go. Lorelai says, “Since you’ve never actually been to one19, you’re basing all your dance opinions on one midnight viewing of ‘Sixteen Candles.'”
“Sixteen Candles” is a 1984 film starring Molly Ringwald. Ringwald plays Sam, who attends a rather disastrous and wild school dance.