Brad Pitt's Relationships : The Women He's Loved and Lost

"Explore the notable relationships of one of Hollywood's most charismatic leading men."

Introduction: Brad Pitt's Romantic Journey

"Brad Pitt's early engagement in the late '80s with his 'Cutting Class' co-star."

Jill Schoelen

"The young love affair with his 'Too Young to Die?' and 'Kalifornia' co-star in the early '90s."

Juliette Lewis

"A high-profile engagement with his 'Se7en' co-star in the mid-'90s, marking a significant Hollywood romance."

Gwyneth Paltrow

"Married in 2000, this golden couple's union was one of the most celebrated in Hollywood history, ending in 2005."

Jennifer Aniston

"A relationship that captivated the world, from co-stars in 'Mr. & Mrs. Smith' to marriage and family life, before parting in 2016."

Angelina Jolie

"A brief but notable romance with the German model in 2020, showcasing Pitt's continued appeal."

Nicole Poturalski

"Rumored connections in 2019, though both stars have kept their interactions private."

Charlize Theron

"Friendship or romance? Their close bond sparked speculation, yet remains characterized by mutual respect and shared interests."

Alia Shawkat

"Linked in 2018, Pitt and the MIT professor shared a bond over architecture and design, though they clarified their relationship was platonic."

Neri Oxman

"In 2021, rumors surfaced about Pitt's interest in the 'Once Upon a Time in Hollywood' co-star, highlighting his ongoing connection to co-stars."

Samantha Robinson

"Rumors of a connection with the singer and actress surfaced after the 2021 Oscars, adding another layer to Pitt's intriguing love life."

Andra Day