To get really drunk or otherwise intoxicated and lose your bearings.
I got so caboosed last night, I woke up in a fridge.
When a man is walking in front of you and stops short, you run into him with your package.
I caboosed Ed yesterday when he stopped to tie his shoe.
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its okay that you left hickies all over me, you were pretty caboosed. we both were.
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Jon: Damn Imani wore the tightest pants today she has the biggest caboose the school has ever seen
Tyrone: She aight her ass is a donk tho i think Deja got a caboose
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The Best and funniest character of the awesome internet series red vs blue, sometimes known for his big tank lady girlfriend, sheila.
Caboose: SHEILA!!!NOOO!!!
Tucker:No! Sheila! Shiela!!....wait..whos sheila
Caboose:She was the lady in the tank, she was my friend
Tucker:Dude! I knew you could pick up chicks in the tank!
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Bumbling idiot of the blue team, also blue teams comic relief.
A.K.A O'Malley
Tucker: Caboose, that is rediculous!
Caboose: Is it? Or is it sooo rediculous, it's the most rediculously perfect idea...that you never thought of?
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