Celebrities Ashley Olsen's Loves & Hookups  

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Who is Ashley Olsen dating? Who Ashley Olsen dated; list of Ashley Olsen loves, ex boyfriends; breakup rumors.. The loves, exes and relationships of Ashley Olsen, listed by most recent. Olsen twins fans will also enjoy hot Ashley Olsen pics and Mary-Kate Olsen's dating history. The twin has kept a surprisingly clean record, but then again, who has time to date when you're running a multi-billion dollar empire? Wonder if somewhere amongst all those teen videos is a decidedly adult celeb "tape?" There's never been any celebrity tapes with twins, so that would be a real shock to the celebrity tape game. For now, the tiniest Tanner has yet to appear on the list of celebrities with such tapes but she's got time...

This list contains Ashley Olsen's famous exes like Jared Leto, Bennett Miller, and Justin Bartha.


Richard Sachs

Richard Sachs is listed (or ranked) 1 on the list Ashley Olsen's Loves & Hookups
Photo: Entertainment Tonight/Twitter

In late 2016, Ashley Olsen began dating art dealer Richard Sachs; they are 28 years apart. 

Age: 58

Bennett Miller is listed (or ranked) 2 on the list Ashley Olsen's Loves & Hookups
Photo: via Wikimedia

Ashley Olsen started dating director Bennett Miller since 2014.They pair broke up about a year later.

Bennett Miller is an American film director, known for directing the acclaimed films Capote, Moneyball, and Foxcatcher. He has been nominated twice for the Academy Award for Best Director. ...more on Wikipedia

Age: 52

Birthplace: New York City, New York, United States of America

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David Schulte

David Schulte is listed (or ranked) 3 on the list Ashley Olsen's Loves & Hookups
Photo: david_shankbone/flickr/CC-BY 2.0

Ashley Olsen reportedly dated David Schulte from 2013 - 2014.

Johnny Depp is listed (or ranked) 4 on the list Ashley Olsen's Loves & Hookups
Photo: modenadude/flickr/CC-BY-NC-ND 2.0

In 2012, Ashley Olsen was rumored to be dating Johnny Depp after he was seen leaving her NYC apartment.

John Christopher Depp II is an American actor, producer, and musician. He has been nominated for three Academy Awards and has won the Golden Globe and Screen Actors Guild Awards for Best Actor. Depp rose to prominence on the 1980s television series 21 Jump Street, becoming a teen idol. Depp has challenged himself by playing larger-than-life roles, including a supporting role in Oliver Stone's 1986 film Platoon and the title character in the 1990 romantic dark fantasy Edward Scissorhands. ...more on Wikipedia

Age: 55

Birthplace: Owensboro, Kentucky, United States of America

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