Jared Padalecki's character, Dean Forester, played a significant role in Rory Gilmore's story on the beloved show Gilmore Girls. Fans were disappointed when Dean didn't appear in the last two seasons, and the debate about Rory's best boyfriend still continues. However, Padalecki's success in another CW project, Supernatural, only solidified the audience's love for him. Dean Forester was introduced in the pilot episode of Gilmore Girls and quickly became a central figure in Rory's life.

Despite being one of her most important romantic interests, Dean's character didn't make an appearance on the CW series after Season 5. This unexpected absence was due to Jared Padalecki's career trajectory, which led him to another CW project. Despite his absence, Dean remains a crucial part of Stars Hollow history and one of the most relevant parts of the show for all Gilmore Girls fans. While the debate about Rory's best boyfriend continues, many fans truly missed Dean in the last two seasons.

Furthermore, Jared Padalecki went on to star in another CW project, Supernatural, which further cemented the audience's love for the actor. In the 2016 revival of Gilmore Girls, titled Gilmore Girls: A Year in the Life, Jared Padalecki briefly returned to reprise his role as Dean. However, it was revealed that Dean did not end up with Rory. The show focused on Rory's affair with another character, Logan.

Dean appeared as a friendly character when Rory bumped into him at Doose's market, indicating that they did not rekindle their romance. Instead, Dean revealed that he had moved on with his life, marrying a woman named Jenny and starting a family. Jared Padalecki's departure from Gilmore Girls was mainly because the character of Dean no longer fit into Rory's life as she progressed through college.

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