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This isn’t the first fish in the art-world sea that Ashley has fallen for—this summer she briefly dated 59-year-old painter George Condo.Whether famed artist, financier, or banker, though, the Olsens’ men always seem to have one thing in common: They’re all strikingly older than the petite former child stars.Last week, photos of the Olsen twins on a double date with two men who appear to already be receiving social security checks emerged.

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Later on that night, the foursome made their way downtown to Sting’s 57th and 9th i Heart Radio album release party at Irving Plaza.

Ashley Olsen stepped out with her new boyfriend, Richard Sachs, on a fun-filled double-date night with her twin sister, Mary-Kate Olsen, and her husband, Olivier Sarkozy, in NYC on Wednesday, November 9.

The group started off the night inside a suite at Madison Square Garden for the New York Knicks vs.

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.

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