Like when he pressures Rory to say I love you despite her not being ready.

Its no surprise that Dean turns out the way he does in the later seasons.

Rory does attempt to embrace the idea for Dean, but the show treats it as a joke.

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So its hard to watch her younger and more hopeful self on screen without an impending sense of dread.

Despite its many flaws,Gilmore Girlsharshest realities could never undermine what a beautifully layered story each character created.

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Rory and Lorelai in Gilmore Girls a Year in the Life Summer

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Alexis Bledel and Lauren Graham as Rory and Lorelai Gilmore in front of the Stars Hollow sign and Rory looking annoyed

Dean (Jared Padalecki) and Rory (Alexis Bledel) sitting together on their three month anniversary in Gilmore Girls season 1

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Gilmore Girls Max Medina And Lorelai Season 1, Episode 8, Love & War & Snow

An image of Tristan looking serious in Gilmore Girls

Lauren Graham’s Lorelai and David Sutcliffe’s Christopher sit at a dinner table in Paris from Gilmore Girls

Lorelai and Rory in front of Stars Hollow locations

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A pregnant Lane and Rory lying in bed together in Gilmore Girls

Rory from Gilmore Girls

Kelly Bishop as Emily in Gilmore Girls

Gilmore Girls