‘Gilmore Girls’: Why Did Alexis Bledel and Milo Ventimiglia Break Up?

Gilmore’s daughters this has come back significantly in the last few years, supported by the 4-episode remake that appeared on Netflix in 2016.

Younger fans discovered their love for the charming mother-daughter duo, and fans of the original series repeated all 7 seasons, fondly remembering the days when all that mattered whether you were on Team Dean or Team Jess.

Alexis Bledel, one of the stars of the show, envied teenage girls everywhere as she began to revolve around her co-star and on-screen love interest, Milo Ventimiglia. Rory / Jess’ s true romance would have been the perfect product of the Gilmore Girls world, but unfortunately it didn’t work out between them. So what happened?

Rory and Jess were one of the sweetest couples on Gilmore Girls

Milo Ventimiglia and Alexis Bledel
Milo Ventimiglia and Alexis Bledel Joe Schoideorn / Patrick McMullan via Getty Images

Alexis Bledel was largely unknown before she starred as Rory on the popular series. Playing Rory was a big break from the actress; Rory is the title of “Gilmore ‘s daughter” and one of the show’ s main characters, along with Lorelai Gilmore (played beautifully by Lauren Graham). The show is set in the beautiful Connecticut town of Stars Hollow, where Lorelai’s single mother and her teenage daughter, Rory, live a simple life.

Viewers watched Rory as she grew into a beautiful, educated young woman with Yale and forged romantic relationships with one beautiful man after another.

One of those relationships was with Jess, the nephew of a local diner owner played by Milo Ventimiglia. Jess arrives at Stars Hollow with very heavy luggage after her mother decides she can no longer control it.

Jess is aloof and a bit dangerous, especially compared to Rory’s pure sweetheart, but such undeniable flavors in literature and chemistry pull them together, and they develop one of the most passionate love stories and live romance presented by one of Gilmore’s two daughters.

Alexis Bledel and Milo Ventimiglia with a date in real life

It turns out that Bledel and Ventimiglia didn’t need that obvious chemistry between their characters – they were going back to real life at the time.

Although Bledel has always been very secretive about her private life, the two apparently reunited about a year after Ventimiglia appeared on the Gilmore’s daughters set in 2001. They were slowly drawn between the two while growing up between Rory and Jess, and eventually began a 4-year friendship.

The former couple never explained why they ended things back in 2006, and we have to admit that we are dying inside thinking about what we could have. if Jess and Rory had lived happily ever after. Apparently they were pretty bad for a minute, though; Bledel shared back when they were together that the couple had even considered getting married.

Are Bledel and Ventimiglia still friends?

To the delight of Jess Team fans everywhere, Ventimiglia made a cameo view of Netflix’s Gilmore’s daughters resumed, Gilmore Girls: Year of Life. He was, apparently, able to work with his ex without difficulty, and both seem to be on good terms.

Although Bledel has not specifically mentioned working with Ventimiglia, she has expressed how pleased she was to see all her constellations again. Ventimiglia, when Bledel won an Emmy for her role in Hulu’s Handmaid Storywho said “I am very happy for her. She has always been a great actress and I think while she has been in the industry for her recognition. ”

Things seem to be going well between these old lovers.

Although Bledel is now a married woman, we can’t help wondering what it would have been like if Rory had ended up with Jess!

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