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Most notably, he wore a shirt that read "Love Is Equal", called out the Westboro Baptist Church on social media and during one of his concerts, wore a jersey of Michael Sam (the first openly gay football player to be drafted by the NFL) during his band's concert in Saint Louis, has shown his support...Harry Styles is the not-so-innocent One Direction boy band member who seems to have had more girlfriends in the past four years than we’ve had hot dinners. Yeah, we ALL remember Harry Styles dating Kim Kardashian’s half-sister Kendall Jenner.
, Di Caprio has gone on to date numerous women including famous actresses, singers and models (including a roll call of the Victoria's Secret show).
Below, we've compiled a timeline of the Oscar-winning actor's dating history.
Leo dated the Brazilian supermodel for five years and even took her as a date to the Oscars in 2005.
After being spotted at Coachella and numerous vacations together, it is reported that Di Caprio is finally settling down and ready to pop the question.
Katie is a marie claire editorial intern and copywriter.