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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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its okay that you left hickies all over me, you were pretty caboosed. we both were.
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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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