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.Mary-Kate's 27-year-old twin, Ashley (right), is also dating an older man.Following her split from David Schulte, she has been spending time with Moneyball director Bennett Miller, who is 20 years her senior The decision seems to have been in the works for a while.Wonder if somewhere amongst all those teen videos is a decidedly adult celeb sex tape?There's never been any celebrity sex tapes with twins, so that would be a real shock to the celebrity sex tape game.2008 - February 2010Olsen and Lowman, a New York City artist, become a fixture of the young Manhattan art scene for two years.
Mary-Kate and Ashley Olsen looked smitten with their men, Mary-Kate’s husband, Olivier Sarkozy, and Ashley’s boyfriend, Richard Sachs, during a romantic dinner date in St. The two couples, all dressed in black, were spotted dining and enjoying wine over candlelight at Bagatelle.
"Yeah, I'm really really excited and I've lived in New York for 8 years and I've left recently, so I'm really excited to go back and have some seasonal weather."Mary-Kate and Olivier began dating in 2012 and sparked engagement rumors when Mary-Kate stepped out wearing a giant ring on her ring finger in early 2014.
They have rarely spoken publicly about their relationship, although they have been seen packing on the PDA many times.
Video: The Olsen Twins Play an Awkward Game of 'Her or Me' The two went public when she stepped out with him at Philip Seymour Hoffman's funeral in February -- Miller was close friends with the late actor, directing him in .
On Sunday, the couple was snapped leaving her New York City apartment, Olsen going makeup-free and Miller looking casual in jeans and a t-shirt.