It's totally circumstantial. If you are at Yankee Stadium in Red Sox gear, Teddy Roosevelt for sure. He's the one with the Big Stick.
If you are trying to get chicks and need someone to jump on the grenade, or need to bum a Cuban cigar, Clinton by a mile.
If you want to go on a weekend bender with recreational drugs and booze and avoid DUI charges-- W. is your guy.