Britney Spears’dating history seems to be as long as her catalog of hits.

The “Toxic” singer met Ebersol through one of her assistants.

The couple only lasted from October 2014 to June 2015.

Charlie Ebersol and Britney Spears together

One source toldPeoplethat 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.

Charlie Ebersol on the red carpet

He is a very private, family guy and saw Britney fitting right in.”

“You never know.

I’m very blessed to have him a part of my life,” she said.

Charlie Ebersol holding his daughter

At least Ebersol didn’t waste too much of his time crying himself a river over their breakup.

“SHE SAID YES!!!

@melody thank you for making me feel loved, happy, and safe.

I love you,” he wrote on hisInstagrampage.