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Why didn't the shepard cut off his sheep's wool?

Shear laziness.

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Cut Jokes More Cut Jokes

What's the difference between a baby and a tree?

Trees don't bleed when you cut their limbs off.

What did the Ancient Romans use to cut their hair?

Caesars.

Shepard Jokes More Shepard Jokes

What did the Shepard say when he saw the sheep?

I herd that!

What's the difference between The Rolling Stones and a Scottish shepard?

The Stones say "hey you get off of my cloud!" The Shepard says "hey Mc Cloud get of of my ewe!"