#29: Frank Sinatra
Before he was Ol’ Blue Eyes, Frank Sinatra was just a young crooner soaking up the sun. In this rare beachside snapshot, a fresh-faced Sinatra lounges by the water, exuding effortless charm long before he became a music and film legend.

His boyish good looks and unmistakable charisma make it easy to see why he stole hearts long before topping the charts. Whether serenading audiences or simply enjoying the waves, Sinatra had a star quality that couldn’t be ignored.