It was the role that made him famous, Bond, James Bond, 007. If it were not for that role Sean Connery may have never become an A grade actor. But how many people know that Sean Connery wore a toupee in all of his Bond films? Sean Connery started going bald at the age of 21. Although he never wears a toupee while in public or in other films, he wore toupees while filming all of his James Bond films.