Sign up for Us Weekly's free, daily newsletter and never miss breaking news or exclusive stories about your favorite celebrities, TV shows and more! Two years later, the beloved couple split. All of their kids accompanied Jolie and Pitt to their dreamy French wedding in 2014. The couple also share adopted children Pax, Vivienne and Knox. Pitt eventually adopted Jolie’s kids, Zahara and Maddox, in 2006 before welcoming daughter Shiloh the same year. Smith in 2004, the actor struck up a romance with his costar Angelina Jolie. Their divorce was finalized nine months later.Īniston wasn’t the last woman to steal Pitt’s heart. “We would like to explain that our separation is not the result of any speculation reported by the tabloid media,” the pair said at the time. In January 2005, the couple formally announced their separation. Although Aniston had revealed hopes of starting a family with the Fight Club star, their union ended before they had the chance. The Morning Show star tied the knot with Pitt in 2000, and her man made a guest appearance on Friends the following year. The two quickly hit it off and were dubbed Hollywood’s latest golden couple. In order to view the video, please allow Manage CookiesĪfter a brief stint with actress Claire Forlani, Pitt was set up on a blind date with Jennifer Aniston in 1998. “I wasn’t ready, and he was too good for me.” “I was such a kid,” the Politician star said at the time. In 2015, Paltrow opened up to Howard Stern about the “devastating” end of her relationship with Pitt. The two were viewed as Hollywood’s next It Couple before calling it quits in 1997. Nearly 10 years later, Pitt was engaged once again - this time to Se7en costar Gwyneth Paltrow. Their engagement lasted only eight months before Schoelen reportedly found a new man while shooting a movie in Hungary. The “Love and Affection” singer later revealed during a stint on the U.K.’s I’m a Celebrity…Get Me Out of Here that the young Pitt was “beautiful with the most amazing body” and “very sweet” while they were together.įollowing a series of brief relationships with costars from his guest appearances on TV shows like Dallas and Head of the Class, the Inglourious Basterds star popped the question to Cutting Class actress Jill Schoelen in 1989. In 1984, Pitt was linked to British-American singer Sinitta, whom he dated off and on for two years. The Hollywood superstar may not have caught the public’s eye until starring as a cowboy hitchhiker in the 1991 film Thelma & Louise, but his handsome features and irresistible charm were already a staple in the industry dating pool long before then. Brad Pitt is considered one of Hollywood’s most eligible bachelors - and he has the lengthy list of former flames to prove it.
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