1. Old Man in Zelda - Give it up to the man! He gives you a sword, he gives you bombs, he gives you heart containers.  How can you not love the guys? Plus he doesn't take shit from anyone. Take a swipe at him, and the fire actually defends him. Total badass.

2.  Oro (Street Fighter III) - You know the old saying, "I could kick your ass with one hand tied behind my back" ?  This guy does it! Well technically it's in front of him, but it's still tied. He's lethal and he flicks boogers. You don't mess with the Oro.

3.  The End (MGS3) - This guys was probably a sniper back in the Civil War. ANd he can still hit you. Sure he won't kill you, but I wouldn't mess with him Plus he makes the whole parrot thing work, without being a pirate.

4. The old guy on the cover of Phalanx (SNES) - Who the hell is he? What does he have to do with the game? Who knows? But he has a banjo.  That's instant cred and we should all admire him.

5. Cranky Kong - Okay maybe he's not technically a man, but he's a primate. Good enough for me.  He sells balloons. That's all you need to be cool in my book.