Lively and Penn Badgley dated and then secretly broke up while they were filming the show. Just like their on-screen personas, Lively and Penn Badgley dated for a few years while filming Gossip Girl. The two reportedly went public with their relationship in 2008 and called it off in 2010.

Did Sebastian Stan dated Blake Lively?

Long before he was Bucky Barnes, The Winter Soldier, or Captain Americas best friend, Sebastian Stan was Carter Blaizen on Gossip Girl. While on the show, his character was a romantic interest of Blake Livelys Serena Van der Woodsen, but Stan started dating her GG co-star Leighton Meester in real life.