24. James Dean
Year photo taken: 1955
James Dean ruled pop culture in the 1950s. He is best known for his blockbuster hit film in 1955, “Rebel Without A Cause”, for which he received countless awards. Starring alongside Natalie Wood, the legendary heartthrob radiated some serious retro knight-in-shining-armor vibes.
When we think of Hollywood cultural icons, Mr. James Dean tops the list. We all know about his perfect slicked-back hair and his iconic jacket. Even Taylor Swift can’t stop singing about him till this day.