In S1E11, Rory tells Lorelai that Madeline and Louise were being friendly to her at school. Lorelai exclaims, “Wow, you’re the new ‘Heather.'”
“Heathers” is a 1988 dark comedy film starring Winona Rider and Christian Slater. The story centers around a popular clique of girls, three of whom are named Heather. The “boss” Heather is tyrannical and ruthless, but adored by much of the student body. After she is murdered, another Heather rises to take her place as the most popular girl in the school.