Milo Ventimiglia's Short but Sweet Dating History

While playing love interests on "Gilmore Girls," Ventimiglia and Bledel started dating in real life. They were together for nearly four years before they split in 2006, per People. The pair have never revealed what led to their split, but they seem to be on good terms as they had no problem reuniting in the "Gilmore Girls" Netflix reboot, "Gilmore Girls: A Year in the Life."

Despite their 12-year age difference (and the fact that she played his niece onscreen), Ventimiglia struck up a highly buzzed-about romance with his "Heroes" costar in 2007. However, they split up nearly two years later due to their "very different lifestyles," according to People.

In a 2017 interview with Mr. Porter, Ventimiglia admitted that while he "wouldn't change a thing" about dating Panettiere, he "would never do it again," and by it, he meant dating costars. "There are things that happen to you in your life that shape who you are. Everything I've been through from jobs to friendships to partnerships, everything has built me to who I am," adding, "You learn from it. You learn a better way of doing things. It wasn't until my mid to late 20s that the job wears on you, relationships wear on you."

Shortly after his breakup with Panettiere, Ventimiglia was spotted getting cozy with the talent agent (who's actor Jordana Brewster's younger sister) in Santa Monica, as seen in photos published by Just Jared. In February 2010, they showed sweet PDA during their trip to Disneyland, but their relationship eventually fizzled out when Isabella started dating Russell Brand, according to Us Weekly.

The actor seemingly started dating the marketing coordinator in late 2016, at which point they were spotted holding hands during a lunch date in Venice Beach, CA, that December (pictured above). The pair were extremely private about their relationship and were last seen together at the Emmys in September 2017.