Britney Spears Dating History - Full List of Rumored & Confirmed Ex-Boyfriends Revealed

Reg Jones
1996-1998

Britney and Donald “Reg” Jones were high school sweethearts from 1996 until 1998, when Britney broke up with him through a handwritten letter.

“She was the love of my life,” Reg admitted to the New York Post in 2021. “I don’t go around wishing we were back together… I wish her the best in all that she does.”