Heeling is basically like skating but using Heelys shoes which are shoes with a wheel in the heel.
Guy1: Hey man, i have just bought my new pair of heelys, wanna go out heeling?
Guy2: Hell yeah
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The sexual act of penetrating the vagina with your heel. Works best if the penetrator has tiny feet and the penetratee has a monster cunt.
Man I went home with this smokin' hot girl last night but when it got time to do the no-pants-dance, I couldn't get a grip in her vajayjay! So heeling was the only way...
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He wants to fight me but I told him I was not heeled.
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(n) In professional wrestling, a "bad" guy.
Stone Cold Steve Austin turned heel after joining forces with Mr. McMahon.
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The actor assuming the part of the bad guy, who is designated to piss off the audience.
Alan Rickman is a good heel. He pwn3d in Die Hard.
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Pointy instruments on the bottom of girls shoes used to make them taller. They may also be used to stomp on the feet of rude male dates.
Granny: My dear, how you've grown!
Grandaughter: Grandma, there called heels
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No one in the West Coast knows that the word "heel" means bad guy.
California Guy 1: Hey Tony, you know I think after we left that crack house we've been followed by a heel.
California Guy 2: Jay, I don't even know what the fuck you just said!
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