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Look at the caboose on that train 

Phrase for compleming a female's bottom
*Girl walks by*
"Damn Johnny, look at the caboose on that train!"

Look at the caboose on that train! 

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!"