I learnt of this one on another forum.

My stupid characters have been in Vampire: the Masquerade

The malkavian who thought he was a superhero
And the Brujah who was a superhero

The Toreador who thought reading was an art. (Should have been a Tremere for all the Lore he racked up)

And now for a different interpretation of the game:

For one of my first D&D games (2.0), I rolled a paladin, and made Int my dump stat. That dump stat happened to make it at 7, so a fairly slow-witted character I had, nothing special.

But then my DM rolled my mount, who was a Celestial Horse with an Int of 14, and the jokes started coming about how my paladin's horse was literally twice as smart as my actual paladin.

To prove a point to a Rifts GM who was allowing any "Megaverse/Palladium" sourcebook I made a Raha-Man<sp?> Juicer who had Thai Kick Boxing. He ended up having an ungodly amount of attacks, supernatural strength and auto dodge.

Sight, reminds me that the Rift lore is Really good... the system on the other hand sucks

+lots

In one Rifts game, another player was an insane dragon who randomly assumed the personalities of celebrities. The character was lost in time when a rift opened to WWII while he was manifesting the persona of John Wayne.

My stupidest character would have to be Knuckles, my dual katana wielding, chaotic evil, halfling Barbarian (10) Ranger (10) Fighter (6), he did allright until he was dominated by a lich, took out the party's paladin, fighter and cleric before an unlucky fortitude save against a finger of death brought him down, good times.

Half orc/Half white dragon monk patterned after the holy fools from Shaolin Prince here, at 9:17.

Fantastic film, by the way. The Shaw Bros never disappoint.

3.5th Edition:

The adventures of Trollboy! A half troll half orc fighter barbarian! Specialised in greataxes with monkey grip, complete with two greataxes, one was flaming while the other was vorpal. Hilarity ensued in the huge BBEG fight at the end of the game where he proceeded to miss every shot and valiantly crit-decapitate our parties cleric and throw his flaming greataxe at the BBEG and completely miss. It was funny as hell, specially the look on the player of the cleric's face.

My stupidest character is Jeff the magical guy. He was a BESM character built on one hundred points. He was no more powerfull then a five year old, but was about 25. He has not been accepted to any game (my friend Jeremia (Golden_crow) took one short at him and laughed a bit. Then he made me to make a more serious character.) He had a an obbsession for ribbons and a nemesis, lvl 1, called Carl the Deamon. He was a deamon from the inner circles of hell. Jeff couldnt even fight, because his staff could only sparcle.

Jeff was mostly built on the idea of a magical girl/boy who grew up. If a fitting game pops up he will apear, so beware.