Brad Pitt's Romantic Journey: From Jennifer Aniston to Brangelina to Ines de Ramon

The Mr. & Mrs. Smith actor and his former are engaged in a heated court dispute.

With every development in his personal life, the 60-year-old Academy Award winner actor creates waves, whether it's through his legal struggle with his former or his developing new romance.

Below is a summary of all of Brad Pitt's most well-known (and noteworthy) love tales from his many years in the spotlight.

According to reports, British-American singer Sinitta dated the actor between 1986 and 1988. She said on I'm a Celebrity...Take Me Away from Here! "We spent two years together. He was charming, youthful, and enjoyable. When I got out of the grocery store, a devoted fan slapped me because of that relationship."

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"Even I saw that movie and thought, 'Oh my God, what have I done?'" she said, describing him as "beautiful with the most amazing body" before he did Thelma & Louise.