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Lorelai and Luke presumably get back together at the end of the season, as she kisses him at Rory's farewell party and the next morning, wears the necklace he gave her as she and Rory eat breakfast at the diner. In the revival, Lorelai is living with Luke, but the two have not married; a major plot point throughout the first two episodes is their exploration of having children together, which ultimately does not happen. At a party after Richard's funeral, a drunken Lorelai speaks about Richard in a manner that Emily deems disrespectful; this sparks a months-long period of silence and resentment between Lorelai and Emily.
Lorelai and Emily enter therapy sessions together, but Emily ultimately abandons the sessions, claiming that Lorelai has neglected to change her hurtful behavior. Frustrated with her life and desiring self-discovery, Lorelai leaves Stars Hollow to engage in a trek across the California wilderness inspired by the Cheryl Strayed book Wild: She begins the journey, but has an epiphany and calls her mother to share a warm recollection of her father; she and Emily reconcile.
Abandoning her plan for the hike, Lorelai returns to Stars Hollow and proposes marriage to Luke, and the two marry in November It is evident in the show that Rory and Lorelai share a special bond, and may be even considered best friends. Rory shares her mother's taste in junk food, coffee, movies, music, and much more. They both exhibit a talent for witty, fast-paced, pop-culture-laden dialogue.
Rory spent her childhood in the Independence Inn in Stars Hollow where her mother originally worked as a maid. Lorelai was later able to buy a house in town when Rory was 11, and they remain there throughout the end of the show. The series pilot indicates that Rory harbours a long-held dream to study at Harvard University , and it is for this reason she transfers from Stars Hollow public high school to the prestigious Chilton Preparatory. She attends Chilton for her sophomore, junior, and senior years of high school. Lorelai is forced to ask her parents for help to pay Chilton's tuition fees, ending their relative-estrangement since Lorelai moved out when Rory was a baby.
Rory grows close to her wealthy grandparents, Emily and Richard, although she also comes into conflict with them periodically. The developing relationship between grandparents and granddaughter is also a source of contention between Rory and Lorelai. Rory has little contact with her father Christopher Hayden and his family. Rory and Dean date during two and a half seasons before Dean ends the relationship, alleging she has been attracted to Jess Mariano, the nephew of Luke Danes, since he first arrived in Stars Hollow. As it turns out, he is absolutely correct, as Rory and Jess have a magnetic connection to each other.
Rory and Jess date in season three, but trust and communication issues plague the relationship, and it ends when Jess departs for California shortly before Rory graduates from Chilton. During her time at Chilton, Rory becomes engaged in a feud with close academic rival, Paris Geller. Though the two later become friends, their relationship remains characterised by a rivalry which continues into their university studies. Rory achieves much academic success and applies to Ivy League universities, Princeton , Harvard , and Yale.
She also reluctantly runs for student government with Paris and wins, and writes for the Chilton paper, The Franklin. After graduating from Chilton as valedictorian, Rory attends Yale University in season four, having decided that the benefits of Yale outweighed her dream of studying at Harvard in season three. Rory majors in English and pursues her interest in journalism; she wants to be a foreign correspondent and her role-model is Christiane Amanpour.
She writes for the Yale Daily News and is its editor towards the end of her studies. Rory later reconnects to now married Dean and they ultimately sleep together. When Lorelai discovers it, Rory leaves for Europe with her grandmother for the summer. Dean separates from Lindsay and the pair date during Rory's sophomore year in season five. While at Yale, Rory makes the acquaintance of Logan Huntzberger and the two embark on a relationship later on.
When he makes upsetting remarks, Rory becomes confused and decides to take a year off, which leads to a heated argument between her and Lorelai. Rory and Logan cement their relationship despite his post-graduation spell working in London , England, and a failed business.
She ultimately declines, suggesting they try to maintain a long-distance relationship. She says that she relishes the openness of her life and the opportunities before her: Rory wordlessly returns his engagement ring and Logan walks away. In the series finale, Rory is offered the opportunity to become a reporter for that magazine and to travel with other journalists covering Barack Obama 's presidential campaign and his bid for the Democratic Party nomination, when another reporter drops out at the last moment.
She accepts and faces the challenge of entering the world of work and leaving her mother behind in Stars Hollow. In the revival, she is in a rut professionally and personally. She is unhappily dating a young man named Paul and, in a recurring joke, continually forgets to break up with him; at the same time, she is maintaining a covert casual relationship with Logan and has a one-night stand with an unnamed man in a Wookiee costume.
After a series of professional rejections, she gives up journalism to instead write a Gilmore family history, an idea suggested by Jess. This initially causes tension between her and Lorelai, who does not want her personal history and family conflicts retold for a public audience; Lorelai eventually accepts Rory's decision to write the book. The series ends with Rory telling Lorelai that she is pregnant. While being a bit on the klutzy side, Sookie maintains her position as the executive chef at the Independence Inn and later, the co-owner and head chef at the Dragonfly Inn.
Throughout the series, Sookie is Lorelai's business partner and cheerleader. Sookie shares a somewhat antagonistic relationship with Michel, the hotel's front desk clerk. She is also the one person who consistently champions Lorelai and Luke's romantic relationship, even long before the two were actually involved. She dates and later marries Jackson Belleville , a sweet but whiny vegetable farmer with an extremely odd family. They eventually have two children: David "Davey" Edward and Martha Janice. At the end of the series, Sookie is again pregnant.
In the revival, she left the Dragonfly Inn for a planned 6. After an absence of two years, she returns to prepare Luke and Lorelai's wedding cake. Alex Borstein , the real-life wife of actor Jackson Douglas , who plays Jackson Belleville, was originally cast in the role of Sookie St. James, but had to back out due to scheduling conflicts, mostly voicing Lois Griffin on the animated Fox series Family Guy. Instead, she has taken miscellaneous supporting roles throughout the show, including Drella, the harpist from season 1, and Miss Celine in seasons 3 and 5.
She told the Huffington Post, "Things were different back then. The networks were very different in how permissive they would allow you to be. So, Sookie was originally supposed to be gay, but that was a non-starter at that time. Lane's father, known only as Mr. Kim, is never seen on camera, nor are his whereabouts ever mentioned; but Lane refers to her father in season 1, episode 1, and to her "parents" on many other occasions, and specifically refers to "my mother and father" in season 2.
On one occasion, a faceless man drives Lane to the airport to visit Korean relatives for the summer. At a very young age, Lane was forced to start hiding her interests and hobbies from her family, and she uses loose floorboards and the back of her closet to hide her enormous collection of non-Christian music, books and cosmetics against her mother's strong disapproval. Lane and her best friend Rory Gilmore use hollowed-out books and a variety of other pretexts and subterfuge in an attempt to help Lane live a more mainstream life.
She constantly complains of her mother's over-protectiveness and strictness, which she views as trying to control her life. Lane is a cheerleader, member of the marching band, and describes herself as a "dedicated audiophile," although this is a bit of a misnomer, since audiophiles, by definition, are most interested in the technical details associated with high fidelity recording and playback, whereas Lane is actually interested in the history of modern music, its production, and its influences on pop culture, which make her more of a music fanatic.
Lane and Dave begin a romantic relationship that largely involves intricate strategies for hiding their relationship from her mother and their bandmates until, in season 3, they are forced by circumstances to make their relationship public and Dave is allowed to take Lane to Prom only because her mother believes Dave to be a devout Christian. The following year, Dave moves to California to attend college.
During the period of Rory and Lorelai's estrangement from each other in season 6, Lane's relationship with her mother and with her band are featured more prominently than in prior years. In season 6, the band splits up but later reunites when Zack proposes marriage to Lane while she is working at Luke's Diner, and they are married shortly thereafter.
In season 7, Lane becomes pregnant with twins. At the end of the show, Lane's husband Zack gets an offer to go on tour with another band and she is left home with the twins. Her last appearance in the series is in the series finale "Bon Voyage" Season 7, Episode In the revival, she's taken over her parents' store, Kim's Antiques and lives with Zach and the twins in the former home of Sookie and Jackson.
He eats a very strict diet and is very style conscious.
Stein Willard - Deception
He has a history of having little patience for rude guests and can himself be rude when conducting business, throwing tantrums that Lorelai has to talk him down from. However, it is understood that he is highly skilled at his job and that Lorelai and Sookie consider him a valuable member of their team. During the time that Lorelai and Sookie are switching over to the Dragonfly Inn, Michel is worried that they aren't going to bring him along.
They reassure Michel that they really do care about him. While Michel is typically indifferent or uncaring towards children and babies, he dotes on his Chow Chow dogs, brothers named Paw-paw and Chin-chin. Before the test run for the Dragonfly Inn he even asserted that he cared for his dogs as much as Lorelai cared for Rory. Though Chin Chin died later in the series, Michel continued to be devoted to the surviving dog, Paw-Paw. Michel is also obsessed with Destiny's Child , particularly shown when Sookie wouldn't let him take his blueberry pancakes unless he had sworn an 'oath' — " may Destiny's Child break up if he count ed these blueberries" — after which he responded that she should pick another group.
The counting would be because Michel was only 'allowed' 12 blueberries per day, as his strict diet would prescribe him. When she declined, he left his pancakes. Michel shows an even greater fondness towards Celine Dion, as he has attended many of her concerts. Once he leaves Lorelai hanging without a male date to bring to Lane's wedding to Zach, even though she needed a date to go, so that he could attend a Celine Dion concert. He also has an appreciation for the "finer things," and therefore has a great respect for Lorelai's mother Emily and her lifestyle. In season 7 episode 3, Michel escorts Lorelai to her first cotillion, and dances with her.
He has a giggly girlfriends-like relationship with his mother, which he insists is maintained by only discussing superficial topics and never divulging the details of his personal life. While he often expresses to the other citizens of Stars Hollow his contempt for them, this is an exaggeration, as he does occasionally let down his guard and enjoy their company. Throughout the series, he appears to have grown in affection for Lorelai, Sookie, Rory, and the other people of Stars Hollow, and has generally become more laid-back and friendly.
In the revival, it is revealed has been recently married; Michel now has plans to have children with his husband. He considers leaving the Dragonfly Inn before Lorelai expands it. His mother died when he was young, leaving his father to raise Luke and his sister, Liz. In season two, Luke reveals Liz left the town at the earliest opportunity and is a constant source of trouble to him, not least with her numerous ill-fated relationships and failed careers. By contrast, Luke is dependable, hard-working and somewhat of a traditionalist. After his father's death, Luke converted the family hardware store to the diner, having worked there in his youth.
He keeps most of the original architecture intact as a way of honoring his father, with whom it is implied he was close. Luke has a gruff, world-weary personality, but his image softens as the series progresses, and his willingness to help friends and family becomes apparent. He is close to both Rory and Lorelai, who are very frequent customers in his diner. He has grown very fond of them over the years and is shown offering them practical assistance in their home, at Lorelai's Inn and in moments of crisis. He notoriously disapproves of the mother and daughter's coffee-drinking and junk-food diet.
Early in the show, he expresses concern for the environmental impact of golf courses and complains that the American Revolution was a war fought to hold stolen land, indicating that he has deeply considered opinions about history and the world in general. In season one, Luke and Lorelai's relationship begins to grow from playful antagonism to true friendship, and it is evident that Luke has romantic feelings for Lorelai.
However, his attempts to express his feelings are continuously thwarted, often by other people, such as Lorelai's on-again, off-again boyfriend Max Medina and Luke's similarly intermittent girlfriend, Rachel played by Lisa Ann Hadley.
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Rachel is a photographer who travels the world for months at a time, and in the past she has returned to Luke and abruptly left him numerous times, causing him much heartbreak. She returns in season one, promising that she will remain permanently, but she leaves at the end of the season when it becomes clear that Luke has developed feelings for Lorelai. When Lorelai announces her engagement to Max, Luke pretends to be happy for her but also draws attention to how little she knows Max.
He later apologizes and presents her with a wedding gift: He is very happy when the engagement is called off in season two. Later in season two, Liz sends her son, Jess, to live with Luke. Jess has been in trouble in New York City , though the details remain vague, and Liz is unable or unwilling to deal with the issue. According to both Luke and Jess, Liz is unreliable and unstable. Luke and Jess's relationship is difficult.
They are in some ways very similar, sharing anti-social, sarcastic, and pessimistic traits. But Jess's problems with authority and Luke's inexperience at parenting cause communication problems and arguments between them. Luke sends an unresisting Jess back to New York after a car accident in which Jess is driving and Rory fractures her wrist. Lorelai blames Luke in an angry confrontation and they are estranged for some months.
Jess returns in the season two finale and promises to obey Luke's rules but their communication problems remain and Jess fails to graduate from high school — one of Luke's conditions for staying in Stars Hollow — missing too many days of school in order to work full-time hours at Walmart. Luke angrily issues the ultimatum that Jess retakes senior year and graduates, or leaves. Jess leaves to find his father in Venice Beach, California, and Luke feels he failed his nephew.
Jess returns in season 4 and Luke and he argue about Liz's newest boyfriend; when Luke pressures Jess to intervene in his mother's life, Jess accuses Luke of attempting to change people for their own good but pressuring them too hard: Luke is upset and it is one of the rare occasions when he gets drunk. Later in season four, he confronts Jess in New York for wasting his life and declining the invitation to his mother's wedding. Out of feeling for his uncle, Jess returns to Stars Hollow for the event, although the two come to blows during the bachelor party when Luke breaks up a fight between Jess and his new stepfather.
Luke offers Jess romantic advice which Jess takes to heart and they part on good terms. Jess promises to pay Luke back and expresses his gratitude, while Luke promises he will always be there for his nephew.
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In season two, Luke buys the building next door to him in order to renovate his apartment and make it large enough for both him and Jess to live in. In season three, Taylor Doose, the town selectman and frequent antagonist to Luke, rents the store beside the diner. However, while on a cruise, they impulsively get married but decide to divorce when they return. Despite trying again with the relationship, it ends when Nicole has an affair. The relationship with Nicole brings a degree of distance between Luke and Lorelai, who is hurt by the suddenness of his decisions and his neglecting to confide in her.
However, she bails him out of jail and repair their friendship. In season four, after denying his feelings for Lorelai for years, Luke realizes that he is in love with her with the assistance of a self-help course. They date for much of season 5, to the displeasure of Lorelai's parents, who dislike Luke's blue collar status. Emily encourages Christopher, Rory's father, to pursue Lorelai and oust Luke. Luke lists that he took care of her when she was sick with chickenpox, attended her high school graduation and helped her move into Yale.
Saddened and angered, Luke distances himself from Lorelai because of her lie of omission and because Christopher and her disapproving parents will always be in her life. He ends their relationship but after Emily reassures him that Lorelai loves him and they face no more opposition from Emily herself, he reunites with Lorelai. At the end of season 5, Lorelai proposes marriage to him when she sees how much he cares for Rory, who has stolen a yacht and dropped out of Yale.
He accepts, although they delay marriage plans until Rory and Lorelai reconcile. In season six, April Nardini Vanessa Marano , age 12, appears at the diner and unexpectedly takes a sample of Luke's hair to determine who her father is for a science fair project. After some awkwardness, they become close. Unsure how to integrate April into his life with Lorelai, Luke deliberately hides April's existence from Lorelai until April herself unwittingly reveals the truth over two months later. Feeling betrayed and hurt that Luke broke his own injunction against secrets, Lorelai questions their future marriage.
Luke asks to postpone the wedding to get to know April and excludes Lorelai from interacting with April until some undefined point in future. Lorelai is upset and resentful of waiting in a relationship which has already taken so long to develop, although she feigns complacency. In the finale of season 6, Lorelai gives Luke an ultimatum: Luke attempts to talk her out of it, and Lorelai leaves. Their relationship is over and they are distant for some time. Luke's relationship with April is threatened when Anna announces she is moving to New Mexico to be with her ailing mother and taking April with her.
Luke fights for partial custody and wins with the help of a letter by Lorelai about his merits as a friend and father. In the final episode of the series, Luke throws a surprise going-away party for Rory and stays up the entire night sewing tarpaulins together to protect it from the expected rain. Sookie informs Lorelai about Luke's efforts and Lorelai thanks him. The couple kiss when Luke confesses he wanted to make Lorelai happy. In the revival, Luke and Lorelai have been in a committed relationship, living together, since Neither of them has brought up marriage nor children in all their years together.
They decide to get married in November , after Lorelai spends a year mourning the death of her father. Emily had very limited contact with her daughter for most of her adult life, and though they have gotten to know each other better as adults, they still have a somewhat strained relationship. One constant source of discord between them involves the matter of Christopher Hayden, Rory's father.
Despite Chris's shortcomings, Emily always pushed Lorelai to pursue a relationship with him in their adulthood, so that their family can finally be together, only to be frustrated as either Lorelai or Christopher failed to take the necessary steps to make it happen. Emily always dotes on Rory she being their only grandchild , however, and she and Richard made it financially possible for Rory to attend the exclusive Chilton Preparatory School as well as Yale University.
Emily was raised by a strict social code and graduated from Smith College with a degree in history. She has a sister named Hope, who lives in Paris. Since her marriage, she has dedicated herself to furthering her husband Richard's career. As a result, she spends much of her time arranging charity events, and she is very concerned with propriety and appearances. She is difficult to please, and is incapable of keeping a maid very long no matter how well she pays them. They quit or are fired in rapid succession for reasons like singing or walking too heavily.
Many people have judged her to be a snobbish, haughty, and highly opinionated woman. There is a softer, more caring side to Emily, but it is often obscured by her aforementioned snobbish persona. Emily is heavily involved in Hartford society. In season 4, it is revealed that Richard has been having yearly lunches with Pennilyn Lott his ex-girlfriend without telling Emily.
This damages her relationship with Richard, and his choices to conceal information from her almost leads to divorce. Emily and Richard separate during season 5, and Emily tries dating another man. Though the date goes well, it primarily makes Emily realize how much she misses Richard. They soon reconcile and renew their vows. This eventually leads to conflict between Emily and Rory when Rory moves out of the grandparents house, feeling she has not realized her potential and that Emily is too controlling.
Emily becomes very upset and even considers buying an airplane as a form of retail therapy, comparing Rory's sudden departure to Lorelai's years earlier. Emily becomes upset when, shortly after moving out, Rory accepts money from her father to pay for Yale. Lorelai forces Emily, Richard, and Rory to attempt to work things out in episode 6. Somewhat comically, one fight between Emily and Rory leads to a snowball effect in which the entire family argues about years of unresolved issues, and as a result, Rory and Lorelai resume Friday night dinners to mend fences.
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Things remain tense for some time between Emily, Lorelai, and Rory, but they eventually reconcile. When the series ends and Rory goes off to begin a reporting career, Emily believes that their weekly dinners will end since Lorelai and Rory no longer need monetary support.
However, much to her surprise, Lorelai agrees to continue going to dinner every Friday night, saying she's gotten used to it. In the revival, she spends a year mourning Richard's death. She and Lorelai feud after a drunken Lorelai tells an unflattering story about Richard at his funeral. The two enter therapy sessions together, which Emily terminates because of her dissatisfaction with Lorelai's unchanged behavior towards her, and finally reconcile when Lorelai calls her and shares a fond memory of Richard with her. Emily experiences increasing dissatisfaction with her life in Hartford, culminating in a vicious argument with her fellow DAR members that leads to her membership being revoked.
Empowered by newfound distance from her old life, Emily sells the Gilmore family house and purchases two adjoining homes in Nantucket, one for herself and her maid's family and one as a vacation home for Luke and Lorelai. She is shown working at the Whaling Museum, thrilling an audience of young children with her grandiose and gory whaling tales.
She keeps a portrait of Richard in her new home and gently touches it, showing her lasting affection for him. Richard Gilmore , played by the late Edward Herrmann , is the father of Lorelai and grandfather of Rory. He has a relatively more comfortable relationship with Lorelai than his wife, Emily, which is highlighted in season 5, episode 16 "So Good Talk" when Lorelai agrees to meet with him, even though she is angry at Emily for ending her relationship with Luke.
He is an alumnus of Yale, where he sang with the Whiffenpoofs ,  and plays a pivotal role in persuading Rory and Lorelai to consider applying to the school, and his status helps get Rory admitted there. Richard and Rory develop a very close grandfather—granddaughter relationship which serves to ease the frequent tension between Emily and Lorelai at the Friday Night Dinners. Emily and Richard have a very conventional husband-wife relationship which has often served as an example of uptightness of Lorelai's previous social circles.
They separate at the end of the fourth season, only to reconcile midway through the fifth. Richard works as a top-level executive in an insurance company until the second season, when he becomes frustrated after noticing that he is gradually being phased out.
After a brief flirtation with retirement, Richard quickly becomes bored and goes back into insurance work for himself and soon takes on Jason Stiles as a business partner. His old company welcomes him back in the 5th season and he finally returns to Yale to teach an economics course in the 7th season. He suffers a heart attack during a lecture, which Rory was attending. When he recovers, it brings the family closer together. Richard died four months before the beginning of the events that take place in the series' revival. Richard's funeral was shown in flashbacks and served as a pivotal plot point for Lorelai and Emily's narrative arcs over the course of the miniseries.
Sitting at Richard's desk in his study, Rory writes the first chapters of the Gilmore family history. Paris Eustace Geller, played by Liza Weil , is introduced in the second episode of season 1 and makes her last appearance in the penultimate episode of season 7. The child of wealthy, Jewish parents, she was raised almost completely by her Portuguese nanny. Initially, Paris is threatened by Rory's academic prowess, which is compounded by her schoolmate crush, Tristin Dugray Chad Michael Murray , budding interest in Rory.
Her two best friends at Chilton are Madeline and Louise, although their focus is fashion and dating in contrast to Paris' dedication to academics. Paris and Rory's rivalry continues unabated and periods of hostility arise, but after Paris and Rory bond at a Bangles concert in New York, they slowly become close friends. Both Paris and Rory share a dream of studying at Harvard, but both attend Yale in season four: Paris is heartbroken when she is rejected by Harvard, the university her family has attended for generations.
In season three, Paris starts her first romantic relationship with a Princeton student, Jamie Brandon Barash. Rory is her reluctant adviser about dating and counsels Paris when she loses her virginity to Jamie. Paris ends the relationship with Jamie in season four when she starts an affair with a much older man and a Yale professor, Asher Fleming Michael York. The affair ends when Asher dies while the two are summering at Oxford. Paris starts to date Yale Daily News editor Doyle McMaster Danny Strong after exhaustion during a speed dating session the two attend, and eventually moves in with him, though involuntarily as her parents fled the country to avoid tax evasion charges at the start of the sixth season, leaving Paris without any financial means outside of loans and a closed trust not yet opened due to her age.
Paris attends Yale also and is roommates with Rory for all four years. She is finally accepted into Harvard Medical School towards the end of the series. Paris is consistently nervous about meeting standards and is often angry when annoyed, having an extreme Type A personality. She also still holds her crush on Tristin Dugray, and upon seeing him from afar during a student day in Chilton, lashes out about not meeting the expectations of others.
In an argument with Francine Jarvis a few moments later, it is revealed that she additionally passed the bar and has a law practice license, is an expert on classical architecture , and may also be a certified dental technician. The character of Paris was originally created for a three-episode guest arc by series creator Amy Sherman-Palladino and executive producer Gavin Polone at the beginning of the show's first season to introduce the high pressures, competitiveness, and stress of Rory's transition from a small public high school in Stars Hollow to the elite institution of Chilton.
This character was created for Weil after a strong audition for the role of Rory, which eventually went to Alexis Bledel. Weil dyed her hair from brown to blonde for the part of Paris to highlight the contrast between Paris and Rory. Dean Forester, played by Jared Padalecki , was a main character in season 2 and 3, while he was a recurring guest star in seasons 1, 4, and 5.
He is introduced as the new guy in town in the "Pilot". Rory in turn quickly becomes infatuated with him, and he becomes the first serious boyfriend for Rory. Later, however, Jess Mariano is introduced. Although the couple were having problems before Jess, their relationship is further strained after Rory spends more time with Jess. Dean is eventually driven to jealousy by Jess' presence, and this leads to the end of his relationship with Rory. It is also suggested that he may have an older sibling.
Dean later starts dating a girl named Lindsay Lister Arielle Kebbel. Although his attraction to Rory remains so strong that, at a party, when he discovers that Jess made her cry, he violently attacks Jess, resulting in a brawl between the two in the end, Dean threw the first punch of the fight, and the last.
Dean and Rory do not rekindle their relationship as Dean remains with Lindsay and soon impulsively marries her. However, it is still obvious that he carries strong feelings for Rory. On the night before his wedding to Lindsay, Dean expresses to Luke that he feels Rory is the only girl he can marry, later forgetting the statement.
Dean remains too close to Rory, and when it becomes clear to him that he's made a mistake in marrying Lindsay, he goes to Rory and starts an affair; Rory's first sexual experience. Lorelai accidentally finds out about the affair as she comes home while Dean is leaving Rory's room and becomes angry with their actions, saying she did not raise Rory to be "the type of girl who sleeps with someone else's husband", which briefly complicates things with Rory.
Dean and Lindsay's relationship is later ended, Lindsay having found out about their affair through a letter Rory sent to Dean while she was away with her grandmother in Europe.
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Although it seems unclear if Rory and Dean will get back together due to Dean's guilt and the turmoil in which his marriage was ended , he decides to rekindle his romance with Rory even though she now lives at Yale. This aggravates many people in their lives including Luke and Rory's grandparents who judge Dean unworthy of Rory and Dean's parents who are seen as being courteous to Rory but with much effort as they are upset over the situation. To make matters worse, Dean and Rory find their lives heading in completely different directions.
With Rory rarely in Stars Hollow due to her life at Yale and Dean holding three jobs at once to make ends meet, the two of them rarely find time to spend together; both cancel date after date due to their commitments and somewhat problematic living situations.
The two finally find time for a date; it would be planned that Dean would pick Rory up after a party that her grandparents planned to throw for her. However, the party was thrown with the sole purpose of introducing Rory to other prospective blue blooded boyfriends with business aspirations, including Rory's next boyfriend, Logan Huntzberger.
Rory enjoys herself at the party so much that she briefly forgets about her planned outing. She eventually remembers, and by the time she walks out to a furious Dean, the two realize that their lives were heading in different directions, and Dean ends their relationship for good. Dean relates his faulty relationship with Rory to Luke's relationship with Lorelai, saying that ultimately, Luke would hold Lorelai back from whatever potential she may have. With this statement, Dean is never seen or heard from again. He does, however, appear in one episode of the miniseries Gilmore Girls: A Year in the Life.
In the revival, he runs into Rory in Doosey's market. He's visiting his parents, but he lives in Scranton with his second wife and kids. Rory tells him she is thankful for their relationship and how he taught her "what safe feels like. Jess Mariano, played by Milo Ventimiglia , was a main character in seasons two and three, and recurring afterward in seasons four and six. He is sent to live with his uncle Luke by his mother and Luke's sister, Liz Kathleen Wilhoite , who raised him as a single-mother after the departure of Jess's father, Jimmy Mariano later played by Rob Estes.
Although the reasons for his move remain vaguely defined, Luke reports that Jess had been "getting into some trouble", including "staying out late, getting rowdy", and possibly "heading for something bad", so Liz is sending Jess to Luke to "straighten him out.
Rebellious and resentful, Jess appears a typical 'bad boy' but is revealed to be a great reader with similar eclectic tastes in music and pop culture to Rory. Though similarly intellectually inclined, his low scholastic ambition contrasts with Rory's aspiration, but the two become friends despite others' disapproval. In addition to the townspeople's general dislike, Lorelai and Rory's boyfriend, Dean, are particularly suspicious of him after each experience early confrontations with Jess's risky behavior and bad attitude.
Luke and Jess have a difficult relationship fraught by Jess's resentment and Luke's unpracticed attempts at parenting, although the tension between them is often relieved by humorous mutual antagonism. Luke's care for his nephew is shown, for instance, when he attempts to conceal the fact that Liz does not want Jess back in New York for Christmas. Jess sees through the deception, and his hatred of his mother surfaces periodically.
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Jess pursues Rory with differing degrees of subtlety while she is in a relationship with Dean, and Rory struggles with the split in her affections and loyalties as her attraction to Jess mounts. A car accident during an illicit break from a tutoring session leaves Rory with a fractured wrist and Jess back in New York.
Rory uncharacteristically skips school in an unplanned trip to visit him in Washington Square Park. Jess similarly unexpectedly returns to Stars Hollow in the season two finale, and Rory impetuously kisses him and leaves, begging him to be silent about it. The two are separated over the summer, and in the season three premiere, Rory returns home from a student government stay in Washington to find Jess dating another girl and angry at Rory's lack of communication with him.
Jess and Rory begin dating after the town's annual dance marathon, where Dean breaks up with Rory over her barely concealed attraction to Jess. The couple experience problems with jealousy and communication, and Jess and Dean's mutual enmity causes tension in their relationship. Lorelai and Jess do not warm to one another. Rory's grandmother Emily also questions Lorelai's permission for the relationship when Jess's first and last appearance at Friday night dinner is marked by his lateness, curtness, and an unexplained black-eye which culminates in an argument with Rory and him leaving, stranding Rory at the Gilmore mansion overnight.
Jess is shown attending school less often, working increasingly long hours, secretly at first, for Walmart. Though Jess says he has the situation under control, Luke is concerned enough to secretly steal Jess's car to encourage him back to school by preventing him from traveling to work. However, Jess is informed he missed 31 days of school and cannot graduate unless he retakes his senior year, which he is unwilling to do. Jess's life grows more difficult after a fight with Rory, when she tries to find out why he's upset, but he tries to find physical comfort rather than tell her he's failed out of school.
Confused by his emotional distance, Rory leaves their encounter in tears, causing Dean to pick a fight with Jess. Rory and Jess don't know how to approach each other after their fight. A visit from his estranged father Jimmy prompts an angry exchange between Jess and Luke, and Luke issues an ultimatum: Jess must retake senior year and graduate, or leave. Jess leaves for Venice Beach, California to stay with his unwitting father, and without telling either Luke or Rory. The WB was originally going to continue Jess's storyline in a spin-off called Windward Circle , intended to debut mid-season in January The Gilmore Girls episode 3.
However, the network canceled the show before it aired, citing high production costs to shoot on location in Venice Beach as the reason. Jess returns to Stars Hollow in season four to steal his car back from Luke on intelligence from Liz. Luke and Jess argue over his earlier disappearance. Another more heated exchange is sparked by Luke's attempt to encourage Jess to intervene in his mother's lovelife, when Jess speaks angrily of his resentment of Luke's paternal interference and his own feeling of failure. Jess also sees Rory on several occasions, but he leaves each time without speaking to her.
Eventually, he unexpectedly declares his love for her, but leaves again without her replying.
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Jess visits Rory's dorm at Yale and asks her to run away with him, saying they are meant to be together and affirming that he has changed and she can rely on him. Rory declines and later acts on a growing closeness with married ex-boyfriend Dean. She confides in friend Lane that Jess was appealing in his tastes and attractiveness, but contrasts his unreliability unfavorably with Dean's dependable nature.
Jess and Luke reconcile after an argument at T. In season six, Jess returns to give Rory a copy of a short novel he has written called The Subsect. He finds her at the Gilmore mansion during her period of estrangement from Lorelai over dropping out of Yale. Jess describes his life in Philadelphia working for the publisher of his book, Truncheon. He attributes getting his life on track to her and tells her he "couldn't have done it without you. A tense evening is cut short when the escalating hostility between Jess and Logan results in Jess storming out of the restaurant.
When Rory follows him and tries to make excuses for Logan's behavior, Jess confronts her about her life choices. He insists he knows her better than anyone and "this isn't you". The two part awkwardly, though he wishes her a belated happy birthday. Jess's final appearance is in season six in "The Real Paul Anka", where he and Rory meet in Philadelphia at an open house for Truncheon.
Luke also attends and introduces his nephew to his daughter, April, while Jess presses a check on his uncle to pay him back "what's owed. Jess says he's happy Rory came, and they share a kiss, but Rory confesses she is still with Logan.