Like his father, John F. Kennedy Jr. had style, charm and striking good looks to boot. A child of the '70s and '80s, he made it through those decades without looking the least bit square. As a dapper grown man, he and wife Carolyn Bessette-Kennedy carried on the fashionable legacy of the former president and first lady, hitting the streets in some of the most of-the-moment '90s fashions.
In honor of what would have been his 53rd birthday today (Nov. 25), we're taking a look back at the questionable trends only JFK Jr. could make cool.
Backwards Baseball Caps
Round Sunglasses
Headbands
Unconventional Hats
Awkward Haircuts
Man Jewelry
Backpacks
Like father, like son:
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