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The couple were also spotting dining together at Dan Tana's in West Hollywood on January 24.Ashley isn’t the only member of her family who has a thing for older men.The fashion designer split from multimillionaire businessman David Schulte in January after six months of dating.But the 27-year-old is now reportedly in a relationship with Moneyball director Bennett Miller.He is 28 years older to Ashley and they were together from November 2016.The couple has already split and some sources assume that Ashley is currently dating a new boyfriend.Her twin sister Mary-Kate has been dating 44-year-old Olivier Sarkozy for nearly two years.Before Bennett and David, Ashley had a three year relationship with Hangover actor Justin Bartha.
As of now, she is said to be in the relationship with Bennett Miller, the Moneyball’s actor. After the separation, Matthew Kaplan married the Vampire Diaries star Claire Holt after getting engaged in 2015.
The duo was together for about three years and was unable to carry their relationship after 2011 onwards.