Brad Pitt: The Beginning
Her age: 29
Duration of Relationship: 1998-2005
Jennifer Aniston and Brad Pitt’s relationship began in 1998 when their agents set them on a blind date. Sparks flew immediately, and the couple quickly became Hollywood’s golden duo. In a whirlwind romance, they were engaged by November 1999 and married in a lavish Malibu ceremony in July 2000.
The grand wedding featured a gospel choir, fireworks, and a 40-member band. Aniston fondly recalled their early days, saying, “It was a beautiful, fun, private time.” There is no denying that this couple and this lavish wedding was the epitome of Hollywood romance in the early 2000s.