Which Celebrities Have Been Engaged the Most Times? Here Are the Top Contenders

Johnny Depp has reportedly been engaged five times, though he's only been married twice — to Amber Heard (who filed for divorce from Johnny in 2016 after just over one year of marriage) and Lori Anne Allison (who divorced Johnny in 1985 after two years of marriage). He's also been engaged to Sherilyn Fenn, Jennifer Grey, and Winona Ryder, though he never made it down the aisle with any of those fiancées.

It's also rumored he may have once been engaged to his longtime love Vanessa Paradis (whom he was with for 14 years and who's the mother of his children), but neither Vanessa nor Johnny has ever confirmed this.