Someone, usually a woman, having a large behind.
I had to get clear out of the hallway to let that Crisco caboose by.
Eating out a girls ass while she’s on her period.
Did you see Karl? Dude looked like a vampire. Must have given that girl a red caboose.
The brother of the girl you with.
Hey Hainer, is your brother the douche caboose coming with us?
The act of contributing to a Tennessee Train Track, and getting stuck with the last position of the chain.
“How did your Thursday go last week?”
“Man, it was crazy, the only problem was that I was the Colorado Caboose of the train, now my teeth are all soggy.”
Its like goose bumps but on your derriere.
Cold water from the shower gave her caboose bumps
The receiving end of a jtrain.
We went out and ran a jtrain on t-caboose last night.