Season 5, Episode 8 – Aired: 11/9/2004
The Party's Over

After Emily discovers that Rory is seeing Dean again, she calls a temporary truce with Richard so that they can jointly host a Yale alumni party whose express purpose is to find a suitable match for their unsuspecting granddaughter; Liz and T.J. buy a house in Stars Hollow; Mrs. Kim flips out after Kyon tells her that Lane and Zach hugged in Luke's Diner; when the pressures of being new homeowners lead Liz and T.J. to quarrel, T.J. seeks refuge with his brother-in-law, and ruins the romantic dinner and evening Luke prepared for Lorelai; Logan appears at the party just in time to rescue Rory from yet another prospective bridegroom, and Rory learns that he's very well acquainted with her grandparents; Lane leads Kyon over to the culinary dark side and reveals the secrets to living a happy teenage life at the Kim house; Dean realizes that he no longer fits into Rory's life, and Logan gallantly steps in to dry her tears.

Season 5, Episode 10 – Aired: 11/30/2004
But Not as Cute as Pushkin

Miss Patty celebrates forty years in show business on the same day that Luke mourns his father's death; Terrence's urging Paris to get on with her life prompts her to try speed dating, where she hooks up with Doyle; Marty finally clues Rory in that both he and Logan are interested in her; Lorelai's attempt to do something nice for Luke backfires; Rory enlists Richard in turning the practical joke table back on Logan; at Headmaster Charleston's request, Rory happily gives Anna, a Chilton student and prospective Eli, the Yale grand tour, but the immature Anna manages to get both herself and her host in trouble with her party-crazed ways.

Season 5, Episode 11 – Aired: 1/25/2005
Women Of Questionable Morals

Wanting to make peace with Rory, Christopher shows up at Yale with coffee but Rory rebuffs his efforts. At Friday night dinner, Lorelai and Rory learn that Christopher's father just died and go to comfort him. Emily & Richard unite in a common goal of finding the owner of little lost dog.

Season 5, Episode 14 – Aired: 2/15/2005
Say Something

Lorelai does her best to get Luke to not give up on them after the awful events at the wedding. Luke tells her he needs some time and Lorelai can't take it. Rory asks Logan to hang out with her but is upset that when she gets to his place that there are a lot of people there. She gets a call from Sookie who tells her that Lorelai is in bad shape after Luke told her that he didn't think he could be in this relationship. Rory doesn't have a car, but Logan lets her borrow his car and driver. Taylor has the whole town taking sides for either Luke or Lorelai. After taking care of her mom Rory goes back to Yale to work things out with Logan, making sure he understood that the hanging out didn't just mean hanging out, it meant alone time.

Season 5, Episode 17 – Aired: 3/8/2005
Pulp Friction

Now that Luke and Lorelai are back together, Lorelai can come into the diner. They make a date to celebrate getting back together. Rory and Logan are still dating, however not exclusively. Rory and Lorelai see him with another girl while they are shopping in downtown New Haven, but when Rory goes to Finn's birthday party with Robert, Logan gets jealous. Emily and Richard assume that since Emily gave instructions to Luke to get back together with Lorelai everything must be all set now. However, they are surprised to see only Rory show up for Friday dinner.

Season 5, Episode 18 – Aired: 4/19/2005
To Live and Let Diorama

Old man Twickum dies, declaring through his will that the house be made into a museum for two months, then disposed of by the Head of the Historical Society, aka Taylor. Much to everyone's surprise, Luke volunteers to help with the museum to remain close to the house. Lorelai is interviewed by a magazine due to the Dragonfly Inn's enormous success. Lane suspects that Zach is cheating on her, so she joins Rory and Paris--who are also sulking over the pitfalls of love--in getting intoxicated with Miss Patty's infamous leftover Founder's Day Punch. Still bitter about his breakup with Rory, Dean informs Luke that Lorelai will get bored with him and move on, just as Rory did with Dean. Lastly, a drunken Rory lies in her mother's lap on the bathroom floor at home, distraught that Logan has not contacted her.

Season 5, Episode 21 – Aired: 5/10/2005
Blame Booze and Melville

The magazine comes out and Luke and Lorelai get a little too enthusiastic when celebrating; Sookie goes into labor; Rory is given a surprising review by Mitchum Huntzberger and goes to extremes to unwind; Luke is upset when he finds out that Kirk has put in a competing offer on the Twickham house; Emily takes in a foreign ballerina.

Season 5, Episode 22 – Aired: 5/17/2005
A House Is Not a Home

After receiving a call from her, Lorelai goes to pick Rory up from the police station and takes her home. While on the way home Logan calls Rory and Lorelai orders her not to talk to him and she does anyway. Rory explains that the boat theft was not Logan's idea and Lorelai should not blame him. Lorelai goes to Luke and freaks out about what to do and how to act and Luke plays the fatherly type toward Rory while talking to Lorelai. Logan finds out that his father upset Rory and says he will have a talk with his father, but Rory begs him not to. Rory tells Lorelai that she decided she won't be going back to Yale next year. Lorelai doesn't like this idea and goes to her parents for help. Somewhere in between, Rory goes to her grandparents house to talk to them about her situation and ends up convincing them to support her decision. They then tell Lorelai that Rory will be living in their poolhouse until she decides she wants to go back to Yale. On the other hand, Mrs. Kim helps Lane and her band get gigs and stay together. Show ends with a proposal from Lorelai.

Season 6, Episode 3 – Aired: 9/27/2005
The UnGraduate

Sookie begs Lorelai and Luke to set a date for their wedding. Feeling a little flustered with the encounter with Rory a couple of days earlier, Lorelai tells Luke she doesn't want to set a date without talking to Rory and hopefully get "back together" and resolve their differences.

Season 6, Episode 4 – Aired: 10/4/2005
Always a Godmother, Never a God

After months of separation, Sookie tries to reconcile Rory and Lorelai by asking them to be the godmothers of her two children. However, they both end up fighting when Lorelai realizes that Rory didn't see fit to share her new cell phone number with her. Wanting to escape the pressure he is receiving from his father, Logan decides to take a trip to New York City with Rory.

Season 6, Episode 5 – Aired: 10/11/2005
We've Got Magic to Do

Lorelai needs Richard's help with her insurance after a small fire at the Dragonfly Inn and uses the occasion to talk to him about the fact that he didn't manage to get Rory back into Yale. Although he doesn't appreciate Lorelai's reprimand, Richard has to admit that Rory is not where she should be. Meanwhile, Rory organizes a fabulous D.A.R. party for Emily but the evening doesn't turn out so well when Richard confronts Mitchum Huntzberger, Logan's father, about his opinion on Rory's journalistic talents. At the same time, Emily has an even uglier confrontation with Logan's mother about Rory and Logan's relationship. In addition, Miss Patty's 28th annual dance recital is on Thursday night, and Lorelai decides that Luke should still participate in activities he likes, such as camping and fishing, instead of going to things he hates (like dance recitals) with Lorelai. Paris gets her first job.

Season 6, Episode 8 – Aired: 11/8/2005
Let Me Hear Your Balalaikas Ringing Out

Rory is pleasantly surprised when her old flame Jess appears at her grandparents’ house and reveals an amazing development in his life. Rory agrees to go to dinner with Jess, and when Logan unexpectedly joins them, an ugly confrontation develops, leaving both Rory and Logan to face the choices they have made, and Jess finally encourages Rory about going back to Yale. Emily is concerned about Rory's sudden evasiveness and tries to exert some parental discipline. Meanwhile, Luke agrees to sponsor a local girls’ soccer team and Lorelai channels all her concerns about Rory into caring for her dog, Paul Anka.

Season 6, Episode 9 – Aired: 11/15/2005
The Prodigal Daughter Returns

Luke becomes jealous when Lorelai receives a phone call from Christopher. Luke makes a big deal about being honest with each other, but when he discovers that he has a daughter he never knew about, he is unsure of how to tell Lorelai. After Rory moves into Lane's apartment, re-enrolls in Yale, and scores herself a job, Rory and Lorelai take the first steps towards reconciliation.

Season 6, Episode 12 – Aired: 1/17/2006
Just Like Gwen and Gavin

Luke is showing signs that he hasn't slept much. Lorelai wakes up so early that she gets a lot done. Kirk is organizing the Winter Carnival. Lorelai and Rory volunteer to man a carnival booth called "The Amazing Doggy Swami." At the inn, Lorelai takes care of the New England Maple Syrup Council. Zach is jealous of the time Lane is spending with a 30-year-old Asian man named Joe. At the Yale Daily News, Paris is making everyone except Rory uncomfortable with her demands, expectations and ideas. Later, the reporters gather together and talk about Paris and the fact that they think the paper is going down hill. The reporters don't ask Rory to be part of their discussion since she's living with Paris. But Rory sees the reporters in their meeting and they confide in her. Logan tries to mend his relationship with Rory by hiring the coffee cart guy to follow Rory around all day so she has instant access to coffee. Logan drops by the Inn to get help from Lorelai in regards to his relationship with Rory. Last but not least, Lorelai finds out about Luke's kid, April, and Luke asks Lorelai to postpone their wedding.

Season 6, Episode 15 – Aired: 2/14/2006
A Vineyard Valentine

As Valentine's Day approaches, Rory and Logan invite Lorelai and Luke to spend a weekend with them at Logan's family's house on Martha's Vineyard. Lorelai is upset by Luke's unfriendly attitude toward Logan. Luke's attitude changes when he realizes he forgot to buy Lorelai a Valentine gift, and Logan saves the day. When Lorelai finally confesses to Luke that she is worried the wedding will never take place, he reassures her that they will get married soon. The weekend ends in an ugly scene when Logan's father, Mitchum Huntzberger arrives.

Season 6, Episode 16 – Aired: 2/28/2006
Bridesmaids Revisited

Lorelai offers to help Christopher out by babysitting his 3-year-old daughter, Gigi, and is horrified by the toddler's terrible behavior. The next day, Rory and Logan attend the wedding of Logan's sister, Honor. While helping the bride and her three bridesmaids get ready, Rory is devastated to learn how Logan spent his time during their recent breakup. Heartbroken Lane gets a surprise from Zack at the diner.