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It’s only natural that people are going to couple us together.” “They’re not afraid to show their affection around her family and their friends,” says the friend.
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.People wrote that the couple were first spotted being cozy at the Emmys in September of that year.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 2006, after three and a half years of dating, Ventimiglia and Bledel broke up.Ventimiglia seemed to have a thing for co-stars, because in 2007, People reported that Heroes stars Ventimiglia and Panettiere were dating.When Milo Ventimiglia was a regular on Gilmore Girls, I was in love with his dark hair and eyes, his crooked smile, and the fact that he was mysterious. You're not supposed to be with one another."But while it looks like he is currently single, we can still take a look at who Ventimiglia has dated in the past.Now, as an adult, I recognize that theese traits in men have usually ended terribly for me, but you know what, a girl can still dream. When he was in peak heartthrob mode in the early '00s, I remember many a teen magazine cover discussing his love life, because... Back then, I think I liked to live on the "ignorance is bliss" side of the things, because trying to cope with the fact that I would probably never date him was even more heartbreaking. Here are some of the women Ventimiglia has dated — or been rumored to date — over the years.The 40-year-old actor has secured a nomination for Outstanding Lead Actor in a Drama for his role as Jack Pearson on NBC's .And honestly, I think he has a pretty good shot at winning — meaning there will be ample opportunity to stare at him and ponder over the very important question: Is Milo Ventimiglia single?They secretly dated for four years and even discussed marriage together."I think everybody who has been dating for more than a couple of years probably talks about it at some point," Alexis told People back in September 2005.