How many hookers fit in a Cadillac?
About 4 in the trunk if you stack 'em right.
Cadillac Capacity
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Explanation
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Explain Bear
Alright listen up, you probably think "hooker" means like, someone who fishes, right? Wrong! It's slang for a lady who sells her body for money, also called a prostitute. The joke is about cramming these ladies into a car trunk, like they're luggage or somethin'. It's funny 'cause it's dark and kinda messed up. I can see why you wouldn't get it.