On screen Ed Westwick and Leighton Meester endured a six-year roller coaster relationship on the hit CW show Gossip Girls as Blair Waldorf and Chuck Bass. But in real life Westwick formally congratulated his former on-screen flames real life engagement through a text message.

Who Has Blair Waldorf slept with?

In the season finale, it is discovered that Blair slept with Chucks uncle Jack and that Chuck had slept with Vanessa Abrams. Chuck then departs for Europe. He later returns to New York and reconciles with Blair while declaring his love for her, and the two finally begin a committed relationship.

Does Blair cheat on Nate?

10 Nate Did To Blair: Got Together With Serena If theres one thing that caused most of the drama between Blair and Nate, its the fact that Nate got together with Serena. Not only did Nate cheat on Blair, but he cheated on Blair with her best friend. It doesnt get much worse than that.

What broke up Blair Dan?

In season five, they enter into a short-lived relationship which ends as Blair ultimately chooses to be with Chuck. By the beginning of the sixth season, they are no longer friends. However, in the end of the series, they manage to reconcile by the five years flash-forward.