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James Simpleton 

One of the main characters in an unknown comic strip called We Are The Bored

Always known to be somewhat sarcastic to his friends and others around him. Despite his last name and it's true meaning, he isn't exactly what you'd call a 'Simpleton' although on certain occasions he has been known to be gullible
James Simpleton is one of the main characters in We Are The Bored
James Simpleton by Clint K April 16, 2008
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dumpleton dealing

Dumpleton dealing is the skilled art of having the dexterity, skill and experience of dealing a game of poker where the dealer is able to manipulate the cards at the last minute or last round of betting in order that a player who was odds on favourite to win ends up losing to a very unlikely turn of fate. Many dumpleton dealers are also magicians and can adapt there skills easily to close up magic or street cons such as 3 card monte.
Ian had a Full House Aces over Kings, he could only lose to one card, middle pin nine of hearts to give the other guy a straight flush, Sarah was dealing and last card she turned the nine of hearts!! She was dumpleton dealing for sure!!

Wimpleton 

A hooligan thats both a wimp and a simpleton, a mook about as strong as a goldfish and has the brain of one too. Perfect insult for pretentious ass clowns carrying dildos and alien guns.
Look at that english mook with the perm, I swear he's the biggest wimpleton going, hes asking for a bumming off grizzly Adams going down dodgie.

Who let the simpleton out of the asylum? 

A sentence said by a western man in a video game.
Stranger:Hey mister!

Man:Who let the simpleton out of the asylum?

simpleton 

A person lacking analytical thinking skills.
A simpleton's conclusion: "The NSA spies, therefore the Chinese do not."
simpleton by stroydex October 30, 2013

Gimpleton 

Akin to the simpleton, but much more gimpish! Looks awkward and has a terrible gait, dresses badly but never gives up because of an iron willed determination. Given half a chance, it would inform you of facts for a good hour and a half. Glasses are usual, but thats not a hard and fast rule. (as sometime the specs are in the top pocket of the shirt)
Dont, its a gimpleton you might live to regret it.

simpleton 

a foolish person with lack of intelligence, common sense, and street smarts
michelle everest, simpleton
simpleton by dictioanrylady December 20, 2008