when a male (or female with a strap on) is having sex with an extremely skinny, mostly petite, partner and his penis (or the strap on) pierces through the skinny partner. Usually very painful. The victims of shish kebabbing are usually anorexic or have other eating disorders. So ladies please eat.
Dudette: Hey, Stud, wanna bone?
Stud: Sweetie, you're like 80 lbs. I'll probably shish kebabb the shit out of you.