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Ashley’s latest relationship was with the famous art dealer named Richard Sachs who is twenty-eight years older than she is.The pair started dating in 2016 and after five months of a romantic relationship, they went their separate ways.She has been involved in several relationships with well-known celebrities and businessmen.Alongside her twin sister, Ashley is known for having unusual relationships with successful millionaires who are almost twice their age.Despite the couple being caught holding hands and making out at the Art of Elysium Gala in LA, they insisted they were "just friends."October 2007Ashley rolled into the strong arms of Lance Armstrong, fifteen years her senior, at New York's Gramercy Park Hotel in 2007.On that fateful evening, the couple made out all night long, as onlookers wondered if she were even legal.

Justin is best known for his appearance on blockbuster movies including the NBC comedy series titled .Starting their career as child stars, Ashley and her sister starred in several films for which they garnered fame and in 2004, they retired from acting.They founded their own fashion line called Ashley has been in the limelight for a long time and her love life has been a thing of interest to her fans.The pair is often photographed by the paparazzi and also appeared together at red carpet events.February 2012Rumors are quickly spreading that Johnny Depp may be cheating on his girlfriend, French actress Vanessa Paradis, with Ashley Olsen.