Usually means you're fired from your job.
Joe: Sorry I'm late again, I had a flat tire.
BossMan: Hit the shade tree!!!!!
Joe: "sits under tree"
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Anyone, while trying to fix an automobile, actually does more damage instead of fixing the problem
Doug is a Shade Tree Mechanic because he done broke his car again
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When a male individual neatly rests each testicle over each closed eye socket of a fellow individual, (male or female), hence shading the eyes like a Kentucky Shade Tree.
They were sleeping so I gave them a Kentucky Shade Tree to keep the sun out of their eyes.