Britney Spears’ Ex Charlie Ebersol Was Reportedly Ready To Propose When They Split

Britney Spears’ romance with Charlie Ebersol wasn’t as high-profiled as some of her other relationships with her exes like Justin Timberlake, Kevin Federline, or even her most recent husband Sam Asghari. The couple only lasted from October 2014 to June 2015. One source told People that year that the former American Alliance Football CEO took the breakup pretty hard. “Charlie has been pretty torn up about all of this,” the insider said. “He really thought she could be the one. He is a very private, family guy and saw Britney fitting right in.”

The news certainly came as a surprise for fans too, as back in March 2015 Spears told Extra that marriage was possibly on her mind when she was still with Ebersol. “You never know. Who knows? I’m very blessed to have him a part of my life,” she said. 

Well, Spears probably said those exact same words soon after she met her future ex-husband Sam Asghari on the set of her music video “Slumber Party” in 2016. At least Ebersol didn’t waste too much of his time crying himself a river over their breakup.