When: July 29, 2000
Where: At the Malibu compound of Cosby Show producer Marcy Carsey.
On the List: A who's who of young Hollywood at the time, including Courteney Cox and the cast of Friends (minus Matt Leblanc who was away on location), Cameron Diaz, Salma Hayek, Edward Norton, Dermot Mulroney, David Spade and more.
Can't Top This: It was a fairy-tale event, coupling off two of Tinseltown's most beautiful people. Brad was riding high on the success of Fight Club, Jennifer was TV's best-coiffed sweetheart. And their million-dollar wedding—complete with fireworks, four bands, a gospel choir and Melissa Etheridge singing "Whole Lotta Love"—sealed the deal.
Turns out the groom wasn't as enchanted by this magical evening as the rest of us, recently telling Parade magazine he was "trying to pretend the marriage was something that it wasn't." Now he's shacked up with Angelina Jolie and their six children while Aniston tests the romantic waters with Justin Theroux. And while the chances of a Brad and Jen reunion are as likely as world peace, we'll always have the memories—and the eternal Jen versus Angie comparisons.