When Gwyneth Paltrow and Brad Pitt first got together in 1994, she was 22 to his 29. She explained to Howard Stern in 2015, "I was such a kid, I mean was 22 when we met. It's taken me until, like, 40 to get my head out of my a**. You can't make that decision [to get married] when you're 22 years old ... I wasn't ready, and, you know, he was too good for me. ... I didn't know what I was doing."

Paltrow hinted that she was at fault for the split in a 2003 interview with Diane Sawyer for ABC News. "I'm so lucky that I spent time with Brad, somebody who was such a good person! Especially when I was, like, such a mess," she said. "My kind of internal stuff really tripped up that whole relationship, and I felt really responsible, and also like I was the architect of my own misery ... I just made a big mess out of it ... I was very upset for a long, long time [after the breakup]."

Jean Black, a makeup artist and longtime Pitt pal, told Entertainment Weekly, "I think there were a lot of things that made Brad feel as if Gwyneth probably wasn't ready for marriage."