Barry Diller and Diane von Furstenberg
American businessman Barry Diller met fashion mogul Diane von Furstenberg back in 1974 during a party she hosted for her friend and talent agent Sue Mengers. Sue is given credit for inviting Barry to join the party. Dane and Barry instantly hit it off and became really good friends. They maintained their friendship and drifted apart for a very long time, and in 2001, which was 27 years after they met, was also a week prior to Barry’s 59th birthday, Diane was searching for a gift to surprise Barry, so she decided to ask him for his hand in marriage. The following week, the pair wed at City Hall. The happy bride wore a jersey dress she designed herself and paired it with a fur vest. Barry gifted her 26 wedding rings to represent the 26 years they were not married.