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All grown up! Years after making it big as a child star, Ashley Olsen<\/strong><\/a> has had her fair share of romantic ups and downs.<\/p>\n The actress-turned-fashion mogul tends to keep her love life on the down low, but has been involved with a number of high-profile men throughout the years. In 2001, Olsen sparked up a serious romance with former Columbia University football star Matt Kaplan<\/strong>, who went on to become a successful film producer and CEO of Ace Entertainment.<\/p>\n Shortly after Olsen and Kaplan\u2019s flame burned out in 2004, the Two of a Kind alum had a series of flings with Scott Sartiano<\/strong>, Jared Leto<\/strong><\/a>, Lance Armstrong<\/strong> <\/a>and Greg Chait<\/strong>. It wasn\u2019t until 2007 that the Influence author landed in another long-term relationship, this time with actor Justin Bartha<\/strong><\/a>. The former pair were so serious that an insider told Us Weekly<\/em> in 2010 that the National Treasure<\/em> star was considering popping the question.<\/p>\n Olsen began dating Still House Group artist<\/span>\u00a0Louis Eisner<\/a>\u00a0in 2017, sparking engagement rumors two years later. The duo reportedly wed in secret in December 2022, with Us<\/em> confirming in August 2023 that they had welcomed their first child together<\/a>: a baby boy.\u00a0<\/span><\/p>\n