Sources have confirmed to Us Weekly that the 27-year-old fashion designer is romantically involved with 47-year-old Moneyball director Bennett Miller.
The two were first spotted together in January while having dinner at Dan Tana's in West Hollywood. The duo was seen together again while attending the funeral of Oscar winner Philip Seymour Hoffman in NYC on Feb. 7. In addition to being a close friend of the actor, Miller directed him in the 2005 film Capote.
Olsen's sister Mary-Kate is also dating an older man. The former Full House star has been seeing 44-year-old French banker Olivier Sarkozy for almost two years.
News of Olsen's new relationship follows last month's reports that she broke up with David Schulte after a few months of dating. Olsen dated Hangover actor Justin Bartha from 2008 to 2011 and has been linked to designer Greg Chait and restaurateur Scott Sartiano.