Chace Crawford’s Dating History, From Carrie Underwood to Rebecca Rittenhouse

Getty / Jerod Harris

People have been curious about Chace Crawford‘s love life since his early “Gossip Girl” days. The 38-year-old actor, who currently stars as The Deep on “The Boys,” has had only had three confirmed relationships – although there have been plenty of rumored romances, including relationships with “Dancing With the Stars”‘s Erin Andrews and “Twilight“‘s Ashley Greene. Gossip has also swirled about possible hookups with everyone from “Gossip Girl‘s” Taylor Momsen to Lauren Conrad, although those are most likely just rumors.

While his relationships with Blake Lively’s Serena and Leighton Meester’s Blair on “Gossip Girl” were deeply chaotic and dramatic, Crawford’s personal love life seems much more laid-back. The actor, who grew up in Texas and made his film debut in the 2006 supernatural drama “The Covenant,” was cast as Nate Archibald in “Gossip Girl” in March 2007 and quickly become one of TV’s most desirable bachelors.

As for whether or not he’s currently single, Crawford told Us Weekly in 2019, “I’ve been dating around a little bit, but, you know, nothing serious.” In 2022, he confirmed he was still on the market, telling Bustle that “LA’s a tough [dating pool].” Keep reading for a quick recap of Crawford’s dating history over the years.

Related: See What the Cast of The Boys Really Looks Like – No Supersuits Required!

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