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It's a game like Paddiddle, only when you see a car with only one tail light that works you yell out "caboose." The other people in the car that don't say it have to take off an article of clothing.
Oooh a car with only one tail light, "CABOOSE!" Yeah take it off.
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The last man when running a train on a female
"We ran the train on Vicky last night, too bad i was the caboose"
"Shotty Caboose"
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To have anal intercourse while riding in the rear car of a train or subway car.
The rear car smells like somebody's been caboosing back there!
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1.)Another word for a womans piece of fine ass.
2.)The Junk In The Trunk
Damn my nigga, jenna caboose keep gettin bigger and nicer every day!
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The submissive, receiving participant in a train, or gang-bang of many men taking turns on one receiver.
"Word is that Melinda was the caboose in that gang-bang that everybody's talking about, but she won't say either way."
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