Portraits

Okay, portraits from the National Portrait Gallery to prove the point:
Franklin Pierce
James Polk
John Kennedy

Runners Up

I have to say I think Polk and, as much as I don't want to, JFK - depending on the picture. Polk still has the stoic look even if he has funky hair.

FUN FACTS:
Polk (11th president, 1845-49) had a nickname of "Young Hickory." First president to serve the nation coast-to-coast and have his photograph taken!

JFK (35th president, 1961-63) was the youngest elected president and the first Catholic to serve. He won a Pulitzer Prize for Profiles in Courage. In a very weird sort of connection, he was shot on my dad's 16th birthday.