A new biography of Gwyneth Paltrow reveals that the actress annoyed Carolyn Bessette in the 1990s, at a time when both women were young, stylish blondes. In her book, Gwyneth: The Biography, author Amy Odell notes that the two women’s connection was purely professional, stemming from fashion designer Calvin Klein.
Bessette, who later became Bessette-Kennedy after marrying John F. Kennedy Jr. in 1996, worked as a publicist at Calvin Klein’s office. Meanwhile, the Shakespeare in Love actress was a celebrity client and a particular favorite of the designer.
Amy writes, “Gwyneth said she had arranged for an appointment at Calvin Klein, where she had become a regular presence at the office. One of the publicists on the brand’s small team who helped Gwyneth was Carolyn Bessette (who would go on to become Carolyn Bessette-Kennedy).”
The author continued, “According to one person familiar with her thinking, Gwyneth irked her. When there were pictures of Gwyneth in the papers, Bessette, who viewed her as ‘little miss perfect,’ would make cutting remarks about her.”
Gwyneth and Brad Pitt: A Look Back at Their Past Relationship
In another section of the book, Amy reports that Gwyneth was “sad” about her ex-fiancé Brad Pitt marrying Jennifer Aniston in 2000. The Se7en actress began dating Brad in 1994, and the couple got engaged in 1996, eventually breaking up a year later.
Highlighting their differences, Amy shared with People, “He was brought up very religious, in Missouri.”
She added, “It’s just a very different world from hers, growing up in Manhattan, going to [elite private school] Spence. I think she thought he wasn’t sophisticated enough for her. She thought she was smarter, better educated, more sophisticated.”

