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No Jake Gyllenhaal was Never In Gilmore Girls but Jared Padalecki was In the Show He Played Dean from Season 1-5 and now can be seen Playing Sam in Super Natural and Milo Ventimglia was also In Gilmore Girls Playing Jess and Is Now Better know Now as Peter In the TV series Heroes.

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Q: Was Jake Gyllenhaal in Gilmore girls?
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