Look at the caboose on that train! Share definition Flag Similar to "want some fries with that shake?" Phrase for complenting a female's bottom *pretty lady walks by* "Damn Johnny, look at the caboose on that train!" Look at the caboose on that train! by FireUpTheGrill April 5, 2019 0 0 Get merch Get the Look at the caboose on that train! mug. Buy Now — $32.95 See more merch