by All Gay Things March 8, 2019

A fit guy who happens to have a big butt. He will likely blame his bootylicious backside on doing squats.
Adam: Have you seen his butt lately? He's turning into a real Chris Caboose!
Bill: Well he does say that every day is squat day...
Bill: Well he does say that every day is squat day...
by meltedcrayons September 14, 2022

by FireUpTheGrill April 5, 2019

People who type part of a sentence, send the message, and then finish it in another message (applies to online chat rooms or messaging programs)
Tom: No homo
Jim: Yes
Jim: It's totally homo
Tom: No
Tom: You're just jealous
Tom: My purple orange isn't homo
Jim: Kakagawa, you have Caboose Syndrome.
Jim: Yes
Jim: It's totally homo
Tom: No
Tom: You're just jealous
Tom: My purple orange isn't homo
Jim: Kakagawa, you have Caboose Syndrome.
by Skull Tooth April 14, 2010

by Shank James September 16, 2017

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

A large headed sloth-like moving dog that should be the caboose on a train but, thinks they are the engineer which results in them being constantly in your way.
by Oolie-Ooo October 24, 2022
