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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'd win if Batman fought Santa?

Before u say Batman, just remember who's watching you answer.

Why didn’t the orange win the race?

It ran out of juice.

Race Jokes More Race Jokes

What's the worst news for a NASCAR driver before a race?

The track is alright.

What is a racing car owner called?

Racist

Head Jokes More Head Jokes

Why does it take longer to build a blonde snowman than a regular one?

You have to hollow out the head.

What's that pig doing in the middle of the road with a red light on its head?

Didn't you tell me to put out a stop swine

Headless Horseman Jokes More Headless Horseman Jokes

Why was the Headless Horseman depressed?

He could never seem to get ahead in life.

What did the Headless Horseman ask his colleague at Bad Guys Inc.?

What do I have to do to get ahead around here?