Chace Crawford

In 2007, Carrie cozied up to Gossip Girl hottie Chace Crawford. The cutie pie couple was spotted canoodling all over NYC. Things must have been getting pretty serious 'cause Carrie even spent Christmas with Chace's fam. "His parents are fond of her and think she's extremely talented," a source told Us. "And they believe 'Carrie Crawford' would be a great addition to the family!" That's so sweet that the Carrie got the Crawfords' stamp of approval but they split up via text a few months later. Carrie explained that the breakup was totes mutual and there were no hard feelings. "It just didn't work," she told Extra. "We both knew it didn't work and [had] no hard feelings at all whatsoever. We broke up over text so ... it's like 'peace out."

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