#27: Grace Kelly and Bob Hope (1955)

In 1955, Grace Kelly took the stage alongside Oscars host Bob Hope, radiating elegance as she accepted the Best Actress award for The Country Girl. Known for her glamorous screen presence, Kelly stunned audiences with her raw, stripped-down performance as the troubled wife of an alcoholic actor, proving her dramatic range.

Her win over Judy Garland in A Star Is Born was one of the night’s biggest surprises, solidifying Kelly’s status as one of Hollywood’s finest talents. Just a year later, she would leave Hollywood behind to become Princess of Monaco, making this Oscar victory a defining moment in her brief but brilliant career.