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    They are portrayed by Alexis Bledel and Jared Padalecki. Dean gave Rory her first kiss in the episode in Doose's Market [1] , where Dean worked for most of the series. Rory and Dean dated for most of Season 1 until Dean revealed that he is building Rory a car for their anniversary, and he tells her that he loved her. Rory reacts badly to this, stating that she needs time and this is a big step for her to take. Dean breaks up with Rory, but she doesn't tell Lorelai why.
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    Filming Rory and Dean's 'Gilmore Girls' Sex Scene Was Super Awkward

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    Gilmore Girls: 5 Times The Show Was Sex Positive (& 5 It Wasn't)

    We've all heard actors and actresses claim that filming sex scenes is an extremely awkward experience, but according to the stars behind one memorable "Gilmore Girls" moment, there was a specific, size-related reason that things got weird while depicting the deed. Alexis Bledel and Jared Padalecki , who play Rory and Dean, recently chatted with Entertainment Weekly about shooting the first time that their characters slept together on the show. The shocking hook-up -- which occurred in the season four finale and is shown in a little more detail in the season five premiere when a married Dean cheats on his wife and Rory loses her virginity -- is certainly one of the most memorable moments in "Gilmore" history, but as Bledel and Padalecki tell it, they'll always remember filming the scene in question for an entirely different reason: trying to fit together on Rory's ridiculously small bed. Padalecki also remembered Bledel taking a tumble or two, and admitted that he used the camera angle to his advantage when trying to fit his tall frame onto the mattress. It works for the scene because it was supposed to be awkward, so maybe that's why they bought the smallest bed on the planet. We have some theories , but we'll find out for sure when the new episodes debut on November
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    Turns Out, ‘Gilmore Girls’ Was Super Weird About Sex

    Rory often felt like her mom was putting too much pressure on her because of the family drama surrounding Lorelai's teenage years. When Jason and Lorelai started seeing each other, she spent the night at his house and it was clear that their relationship was progressing. This wasn't a perfect scene, as Jason wanted Lorelai to sleep in his guest room, not in the same bed as him, which was a bit strange. But besides that, this was a moment when the show allowed Lorelai to have a normal dating life. This wasn't very sex-positive of the show, as it felt like Lorelai was sneaking around and hiding her romance with Max.
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    Rory turns into an adulterer when she has intercourse along with her ex-boyfriend, Dean Forester, as performed by Jared Padalecki. After being informed to drop a category or threat failing, Rory turns to Dean for help when her mother is nowhere to be discovered. The two proceed to see one another round city and there are hints they nonetheless care about one another. Finally, because the season involves a detailed, Rory and Dean rekindle their relationship.
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