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Shockingly enough, these days Ventimiglia is single, and he has never married, but he seems to be doing just fine with his career and has a practical outlook on love. Back in 2001, he was cast as Rory Gilmore's bad boy boyfriend, Jess Mariano, and soon after, he and Bledel started dating offscreen.
In 2006, after three and a half years of dating, Ventimiglia and Bledel broke up.
It's a fun thing for us to talk about, but that's it," Bledel said in 2005, according to , a men's fashion website, Milo responded: "Never do it again." But he also added, "There are things that happen to you in your life that shape who you are.
He said little about dating actress Alexis Bledel from 2002 to 2006 while he played her love interest on the television series The costars discussed marriage at one point, though Bledel downplayed the talk."I think everybody who has been dating for more than a couple of years probably talks about it at some point.
Their romance ended in early 2009, and their age difference was cited as an issue by a source who spoke with People, as they had a 12-year age gap.
In September 2009, Ventimiglia was rumored to be dating Jaimie Alexander.
You learn from it.""It wasn't until my mid to late twenties that the job wears on you, relationships wear on you," the star continued.
“Never do it again,” he says bluntly of what he learned from their highly publicized relationship.