Hayden wasn't the only costar Milo ever dated. Before Heroes, Milo got together with his onscreen love interest Alexis on Gilmore Girls. The actors dated for over three years until — just like their characters, Jess and Rory — the couple parted ways in 2006. A decade later, they ended up reuniting for the show's 2016 Netflix reboot, Gilmore Girls: A Year in the Life.
Though Alexis didn't explicitly comment on her experience working with Milo 10 years after their breakup, she did say during the Television Critics Association press tour in July 2016 that "it was great to work with all of them again," referring to all of Rory's past lovers who appeared in the revival.
It doesn't seem Milo has any hard feelings, either. Following Alexis' win at the 2017 Primetime Emmy Awards for outstanding guest actress in a drama series for her performance in Handmaid's Tale, Milo told The Daily Dish that he was very happy for her. "She's always been a great actor," he added.