<P> Besides an on - again, off - again relationship with Christopher Hayden, Lorelai's had a few romantic relationships that included Max Medina (Scott Cohen), a teacher at Chilton to whom she was briefly engaged; Alex Lesman (Billy Burke), an outdoorsy coffee house entrepreneur; Jason Stiles (Chris Eigeman), a childhood acquaintance, and Luke Danes (Scott Patterson), the owner of Luke's Diner in Stars Hollow, with whom she always had a strong connection . Over the years, as she frequented Luke's Diner, they became close friends and eventually fell in love . Luke and Lorelai marry in the "Fall" episode of the revival series "A year in the life". Lorelai is often included on lists of top "TV moms". Graham received widespread critical acclaim for her performance and has been nominated for several awards, winning two Teen Choice Awards . She was also nominated for two Screen Actors Guild Awards in 2000 and 2001 and for a Golden Globe Award in 2002 . </P> <P> Lorelai Victoria Gilmore was born to Richard and Emily Gilmore on April 25, 1968 . Lorelai was raised in Hartford, Connecticut by wealthy parents who attempted to bring her up to be a proper young lady of society, go to an Ivy league college, marry a man with wealth and good - breeding, and even arranged for her to be presented to society . However, Lorelai knew that wasn't the life she wanted . As a teenager (portrayed in flashbacks by Chelsea Brummet), Lorelai dated Christopher Hayden, the son of Straub and Francine . She discovered she was pregnant at the age of 16, before finishing high school . This greatly embarrassed and disappointed her parents as well as the parents of Christopher, the baby's father . Straub Hayden initially suggested Lorelai have an abortion, however Emily flat out refused, and Richard suggested that Lorelai and Christopher should marry instead . Christopher agreed, but Lorelai refused, convinced that marrying so young simply wouldn't work out . When Lorelai realized she was in labor, she left a note for her parents and drove alone to the hospital . After her daughter, Rory, was born on October 8, 1984, Lorelai briefly lived with her parents then ran away to Stars Hollow, a small town in rural Connecticut, to find her own life . The owner of the Independence Inn, Mia, took her in, gave her a job as a maid, and let her and Rory live in the back in a renovated potting shed . The Independence Inn is where she met her best friend, Sookie St. James (Melissa McCarthy), who is executive chef at the Independence Inn . Lorelai worked her way up over the years, and was eventually promoted to executive manager, which is her job as the show opens . For many years after running away from home, Lorelai had almost no contact with her parents, except for visits during major holidays . </P> <P> When the series starts, Rory gets accepted into Chilton Preparatory School, a private and expensive high school . In order to pay the attendance fees, Lorelai goes as a last choice to Emily and Richard who agree to loan the money . In exchange for paying for Rory's tutition at Chilton, Emily and Richard instate mandatory "Friday night dinners" to which Lorelai reluctantly agreed, which allowed them to get to know their granddaughter . Lorelai meets Rory's teacher Max Medina (Scott Cohen) at Rory's first parent - teacher meeting in Chilton . They both become interested in one another and soon start seeing each other . When Lorelai wants to split as it becomes too serious, she kisses Max in Chilton, which provokes a scandal in the school and puts an end to their relationship . While they are separate, Lorelai has a one - night stand with Christopher (David Sutcliffe) after a heated argument with her parents . Christopher proposes to her, but she rejects him telling him he is not ready to take care of Rory and her . Lorelai later rekindles her relationship with Max and they become engaged . As their wedding is approaching, Lorelai has second thoughts and calls Christopher during her bachelorette party . Suddenly, Lorelai decides to go on a road - trip with Rory during which they will visit Harvard University and calls off the wedding . </P> <P> Christopher comes back to town for Rory's debutante ball . During the evening, Lorelai and Christopher share a kiss as she finds him changed, but he tells her he is now in a serious relationship with a woman named Sherrie . Afterward, Lorelai and Sookie make plans about opening their Inn, but the building they want, Fran Weston's inn' the Dragonfly', is not for sale . When Luke Danes (Scott Patterson)'s nephew Jess Mariano (Milo Ventimiglia) and Rory get into a car accident, Lorelai blames Jess which leads to a serious argument between Luke and Lorelai . They reconcile only months later . Christopher returns to Stars Hollow and after he tells Lorelai he has problems in his relationship with Sherrie, they spend the night together before Sookie's wedding . They are both now ready to commit, but when Christopher learns Sherrie is pregnant, he leaves Lorelai and returns to Sherrie . In the third season, Lorelai then meets Alex Lesman (Billy Burke) at a lecture about inns and they begin dating . While she is on her way to the Friday night dinner, Lorelai comes across Max and they catch up . They again run into each other at Chilton's bicentennial and share a kiss . After several days, the two meet at a Chilton's parent committee evening and Max makes it clear he does not want them to reunite . On Lorelai's birthday, Richard gives her payout from an investment he had made at her birth, however she decides to repay her parents for the loan, which shocks Emily . Fran dies which gives the possibility to Lorelai and Sookie to buy the Dragonfly . The Independence Inn closes and Lorelai plans on using the money aimed for the Dragonfly to pay for Yale University's fees . However, Rory asks her grandparents for their financial help, reinstating in return the Friday night dinners . Lorelai and Sookie decide to buy the Dragonfly on Rory's graduation day . </P>

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