Ted Rooney

Lorelai oversleeps and accompanies her daughter to prep school wearing cut-off jeans and cowboy boots; Rory antagonizes Chilton's top student.

Rory doesn't tell her mother about her first kiss with Dean, and a vexed Lorelai embarrasses her daughter by inviting Dean over to the house to watch videos.

Lorelai forgets to tell Rory that she has a date with Rory's teacher Max. Rory has a new crush.

After the disastrous scene at the wedding, Lorelai begs Luke not to give up on their relationship, and his decision to be alone leaves her devastated.

As Rory's 21st birthday approaches, both Lorelai and Rory are saddened by the fact that their ongoing estrangement will keep them from spending the day as they had planned.

While Rory struggles to keep the budding rivalry between Dean and Jess under control, Lorelai invites most of the citizens of Stars Hollow to an elaborate feast, complete with Elizabethan costumes and horse-drawn sleigh rides. During the event, Richard stuns Emily by revealing that he has retired.