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Hollywood’s Most Handsome Man: The Many Exes of Brad Pitt

June 3, 2025 by Laurel Kornfeld

This article was originally published on parentinfluence.com

When it comes to being a celebrity, dating has become a spectacle. And with a Hollywood heartthrob like Brad Pitt, relationships have always caught people’s attention. Like many other male celebrities, Brad Pitt has had his fair share of experiences with romance in Hollywood. However, through every relationship, Pitt has grown and evolved, cementing his status as a leading figure in the entertainment industry. From his early dating choices until now, let’s revisit all of Brad Pitt’s past relationships…

Sinitta: The Beginning

His age: 23-25
Duration: 1986-1988

Between 1986 and 1988, actor Brad Pitt was romantically linked to singer Sinitta, marking the beginning of a relationship that captured the attention of fans and media alike. Their romance blossomed during a time when both were young and rising stars in the entertainment industry.

Sinitta reminisced about their time together during an interview on I’m a Celebrity … Get Me Out Of Here! in 2011, describing Pitt as “beautiful with the most amazing body” and reflecting on the fond memories they shared during their two-year relationship.

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Filed Under: 2import15, lznimport7, Mobile Tagged With: infiniteScroll

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