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Macaulay Culkin<\/b><\/a>\u00a0has managed to keep his love life out of the public eye despite dating a few famous women. Since his relationship history is short and sweet, the former child star doesn\u2019t have a long list of ex-girlfriends or wives. However, he was once married when he was 18 years old.\u00a0<\/span><\/p>\n Just a few years after he rose to fame from his successful holiday film,\u00a0Home Alone<\/i><\/a>, Macaulay<\/a> married\u00a0Supernatural<\/i><\/a>\u00a0actress\u00a0Rachel Miner<\/b>\u00a0in 1998.\u00a0<\/span><\/p>\n At the time, the former lovebirds said in a joint statement that they were \u201cthrilled to have found each other as soul mates at such a tender age,\u201d per Newsweek.\u00a0<\/span><\/p>\n However, the pair ended up divorcing in 2002, with a spokesperson telling ABC News at the time, \u201cIt is very amicable, and they remain [the] best of friends.\u201d\u00a0<\/span><\/p>\n Later that year, the\u00a0Home Alone 2: Lost in New York<\/i>\u00a0star began dating\u00a0Mila Kunis<\/b><\/a>. The duo were going strong for several years, as the\u00a0That \u201870s Show<\/i><\/a>\u00a0alum gushed about the success behind their relationship in an August 2009 interview with\u00a0Women\u2019s Health<\/i>.\u00a0<\/span><\/span><\/p>\n \u201cI don\u2019t know if I met him at 27 if it would have been a different relationship,\u201d Mila told the publication at the time. \u201cWe grew up together. You find a steady rock in your life, and that\u2019s all you need. We have our ups and downs but work through them.\u201d<\/span><\/p>\n Nevertheless, the couple split by 2010, and the\u00a0Luckiest Girl Alive<\/i><\/a>\u00a0actress admitted during a 2018 appearance on the \u201cArmchair Expert\u201d podcast that she and Macaulay had a \u201chorrible breakup.\u201d\u00a0<\/span><\/p>\n \u201cI f\u2014ked up, I was an a\u2014hole in my 20s,\u201d she confessed without detailing what exactly went down between the two. \u201cIt\u2019s f\u2014ked up what I did, and it\u2019s f\u2014ked how I did it.\u201d\u00a0<\/span><\/p>\n Despite Macaulay\u2019s past heartbreak, he eventually found the love of his life in current fianc\u00e9e, former Disney Channel star\u00a0Brenda Song<\/b><\/a>. The couple got engaged<\/a> by early 2022 and later welcomed two sons<\/a> \u2014 Dakota and Carson<\/a> \u2014 in 2021 and late 2022, respectively.\u00a0<\/span><\/p>\n While Brenda and Macaulay tend to keep their relationship on the down-low, the former\u00a0Suite Life of Zack & Cody<\/i>\u00a0star gushed about her love in an August 2020 Instagram post.\u00a0<\/span><\/p>\n \u201cI could sit here and write endlessly about how wonderful, kind, loving, genuine, loyal, honest, brilliant and hilarious you are, and how grateful I am that I get to share and do this life thing with you,\u201d she wrote at the time. \u201cBut firstly, that would take me an eternity, and secondly, you won\u2019t even see this because you don\u2019t ever use Instagram. Hahaha. My unicorn that I never thought could exist, I am [the] luckiest person in the world because I am loved by you.\u201d<\/span><\/p>\n