The act of placing ones balls inside another participants anus and at the same time stroking themselves whilst whistling like a train.
Person 1: "All right bend over I'm gonna give you the Caboose!"
Person 2: "Please this is the fifth time this week!"
Person 1: "All Aboard!...Choo! Choo!"
Person 2: "Please this is the fifth time this week!"
Person 1: "All Aboard!...Choo! Choo!"
by benshapirohamburgerhelper September 8, 2021
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Get the Caboosive mug."Damn, that girl's ass was caboosive"
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