Sophia's latest boyfriend, Rocco claims to have been involved in the mob, so when the girls discover a bag of Rocco's with cash in it, they assume he robbed a bank.
Ignoring Lorelai's pleas to stay out of her love life, Emily tries to reunite Christopher with Lorelai and Rory. Meanwhile, Lorelai rebuffs the advances of the town geek, Kirk.
Rory and Lorelai arrange a dinner with an alumnus to get advice about Rory's Harvard application. Meanwhile, Lane becomes enamored with a potential new member of her rock band.
The PTA invites Lorelai and Luke to speak at the high school's career day, but it turns ugly. Lane asserts independence from her mother by dying her hair purple--with Rory's help.
Lorelai pursues an attractive man whom she met at an auction organized by Emily. Meanwhile, Rory enlists Jess' help when she can't turn off a neighbor's sprinkler system.
Brock's father died on a golf course. Brock asks Reba to help plan the funeral. Barbra Jean wants the funeral a grand event and play the bereaved woman.
Reba gets the final divorce papers, and Lori Ann tells her it is time to start dating again. Lori Ann makes her call Parker, Reba's former college boyfriend.
When Lucy's childhood sweetheart plans to tear down the Gilded Age estate and replace it with a golf course, Lucy fights to preserve the historic mansion at all costs. Stars Amanda Schull and Peter Porte.
Veterinarian Carly Monroe likes to stop by the dog shelter as often as possible because she loves dogs and secretly loves the shelter's owner, Dan. Unfortunately, he has agreed to marry his glamorous girlfriend and move.
When Rory is invited to a celebration for her father's pregnant girlfriend, Lorelai is forced to attend as well. Meanwhile, Luke discovers that Jess has a surprising second job.
Determined to win the annual 24-hour dance marathon, Lorelai forces Rory to be her partner. While everyone in town dances around them, Rory and Jess can't stop arguing.
Lorelai and Rory join Richard and Emily on a trip to visit Yale University, but Richard causes trouble. Meanwhile, Luke tells Jess how he feels about Jess' relationship with Rory.
On the way to a formal dinner party with Richard and Emily for Thanksgiving, Lorelai and Rory stop for celebrations with Lane, Sookie and Luke. Lorelai learns Rory applied to Yale.
When Casey and Henry celebrate their birthdays at the same restaurant, they make birthday wishes at the same time, which are granted. However, they end up getting each other's wishes. Stars Emily Tennant and Jake Foy.
A cautious pediatrician and an overseas doctor, meet at a wedding in Philadelphia, but the long distance, family, and their friends may hinder their budding romance. Stars BJ Britt, Heather Hemmens, Jonathan Bennett, Tyler Hynes.
At a baseball game, Sophia gets beaned this prompts Stan to talk her into filing a lawsuit for payment on her severe injuries, which he gets her to fake.