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rusty work boot 

A kick to the vagina while the female is currently having her periord or on the "rag" if you will.
"That bitch was pissing me off so I gave her a rusty work boot."

work boot tongue 

A vagina so beaten up it looks like an old tongue out of a work boot.
middle aged women suffer from work boot tongue

Filipino Work Boot 

The Filipino Work Boot is a lewd act involving the act of ejaculating into a shoe, slipper, or otherwise foot holding device. It is extremely hilarious, and should be performed at least three times a week for good measure.
"Man, Tim was pissed when he put on his moccasins and found out I had given him a Filipino Work Boot"

"Wow, you are awesome and not fat at all!"
Filipino Work Boot by Chunk Knuckle February 27, 2010
Martial arts' kicking expertise, usually used in reference to performers in Hong Kong martial arts films. A fine use of legs and kicking (as opposed to flips, punches, wire-fu etc) is called bootwork. Usually this occurs when the performer is actually trained in kickboxing or taekwondo rather than wushu or Peking Opera.
"Billy Chow's bootwork in the final showdown of Pedicab Driver is excellent"
bootwork by The Lone Magpie April 8, 2005