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
by Mabbsy June 21, 2006
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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...
by heeling-connoisseur September 22, 2011
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To be armed with a gun.
He wants to fight me but I told him I was not heeled.
by Curly Bill June 06, 2017
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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.
by Kung-Fu Jesus April 15, 2004
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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
by FloridianGurl July 14, 2005
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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!
by Floydtibbs April 15, 2009
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