Why couldn't the headless horseman win the race?

He couldn't get a head.

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Win Jokes More Win Jokes

Who won the 1940 Tour De France?

The 7th Panzer division

Why does Mitt Romney never win at Jenga?

Because he takes too much from the bottom and middle and gives it to the top.

Race Jokes More Race Jokes

Why did the fastest animal on earth got disqualified on the race?

Because it is using steroids.

How many black men does it take to screw in a light-bulb?

Just 1 because we are all equal and race has no impact.

Head Jokes More Head Jokes

Why couldn't the penguin turn around in the phone booth?

Because he had a javelin through his head.

What goes on forever with no head?

A loveless marriage.

Headless Horseman Jokes More Headless Horseman Jokes

Why couldn't the headless horseman win the race?

He couldn't get a head.

Why was the Headless Horseman depressed?

He could never seem to get ahead in life.