Saddest TV Breakups

Blair and Serena, "Gossip Girl"

Whichever boys they were with, Blair and Serena's relationship -- frenemyship? -- was always the center of the show. In the Season 5 finale, Serena accused Blair of still loving Chuck and leading Dan on. She wanted Dan for herself and even seduced him at the same bar where she had hooked up with Nate, Blair's boyfriend at the time. Blair coldly said that her life was better without Serena in it (harsh!) and then ... more 

Blair and Serena, "Gossip Girl"

Whichever boys they were with, Blair and Serena's relationship -- frenemyship? -- was always the center of the show. In the Season 5 finale, Serena accused Blair of still loving Chuck and leading Dan on. She wanted Dan for herself and even seduced him at the same bar where she had hooked up with Nate, Blair's boyfriend at the time. Blair coldly said that her life was better without Serena in it (harsh!) and then kicked her out of the penthouse. Best friends not forever. less