Warren Beatty & Annette Bening

The couple wed in 1992 (Bening was 34, Beatty was 55) much to everyone’s surprise. Beatty was considered one of Hollywood’s most renowned bachelors, but the Bonnie and Clyde actor has since stated that it was one of the best things to ever happen to him. Annette is still acting; she was in last year’s Rules Don’t Apply (which was directed by her husband).