5) Gloria Vanderbilt
Only 17 years old when she married Pat DiCicco in 1941, her fresh face and determination to move on from the “poor little rich girl” persona made her a hit with the press. Her dress captures the originality and elegance of 1940s fashion. The rouched, sweetheart neckline in satin, combined with the cap sleeves and pleated details, made her look enchanting in a chic way. Check out the newsreel about her below.