Jennifer Aniston and Brad Pitt may have only been married for five years, but their wedding in 2000 left a lasting memory for their guests. The celebrity couple first met in 1994 while the actor was engaged to Gwyneth Paltrow, and they started dating in 1998. Their engagement was announced in 1999 at a Sting concert, and they exchanged vows in front of about 200 friends on a Malibu cliff on July 29. Despite their infamous divorce in 2005, as Brad began a new relationship with Angelina Jolie, comedian Michael Rapaport revealed during a recent appearance on Andy Cohen’s Watch What Happens Live that he attended the star-studded wedding and disclosed an ultra-luxe feature that impressed him: a wall of caviar. “I still have some saved over!” joked Rapaport.
During the 1999 Emmys, Brad Pitt and Jennifer Aniston made their first public appearance as a couple. In a recent interview, Pitt recalled fond memories of the event, including his indulgence in the caviar served at the ceremony and the performance by musician Billy Preston. Interestingly, both Pitt and Michael Rapaport, who previously worked with Aniston on her hit show Friends, had guest roles on the show. While Rapaport portrayed a high school friend of Courteney Cox’s character Monica Geller who didn’t like Aniston’s character Rachel Greene, Pitt played a police officer named Gary who dated Lisa Kudrow’s character Phoebe in four episodes back in 1999.
The wedding of Brad and Jennifer was quite the spectacle with an estimated cost of around $1 million. Celebrities like Salma Hayek, Edward Norton, and Cameron Diaz were spotted at the event. Jennifer looked stunning in a halter-neck dress adorned with embroidered pearls created by Lawrence Steele. Brad, on the other hand, chose to wear a black suit crafted by Hedi Slimane, the former creative director of Saint Laurent who now heads Celine. Despite their past turbulent relationship, the ex-couple is currently on good terms. Jennifer went on to marry and divorce Justin Theroux, but they still remain friends. Jennifer considers her marriages to be successful according to her personal opinion and believes that ending them was a choice made because of the pursuit of happiness.
After a year, Brad, Gwyneth (his ex), and John Mayer (Jennifer’s other ex) were seen at Jennifer’s 50th birthday celebration held at the Sunset Tower Hotel in Hollywood. Furthermore, when they had a widely talked-about encounter at the 2020 SAG Awards, Jennifer revealed on Howard Stern’s show that she and Brad are just friends. She said, “Brad and I are pals. We talk to each other and there is nothing strange about it, except for those who watched it and expected or speculated something unusual.”