Ted Rooney

Mother and daughter both wrestle with romance when Rory finds herself painfully flustered every time she is around Dean, while Lorelai agrees to have dinner with Rory's teacher Max Medina.

Rory's first day at Chilton Prep begins badly when Lorelai accompanies her daughter into the intimidating school wearing a T-shirt, cut-off jeans and cowboy boots, an outfit that draws disapproving stares from the other mothers.

Emily throws Rory an elegant birthday party and invites Chilton students, but Rory is embarrassed that the kids she doesn't get along with have been forced to come to the party by their own wealthy parents.

Hal and the boys get competitive when the local church starts to undercut them on Christmas tree prices.

When Rory neglects to tell Lorelai that she experienced her first kiss from Dean, Lorelai tries to overcome her hurt feelings and prove she's fine with their relationship.

Rory and her grandfather enjoy a glorious day of golf, making Lorelai feel left out and the inn hosts a double wedding with two sets of identical twins.