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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...
heeling by heeling-connoisseur September 22, 2011
Related Words

nigger heels 

The end pieces of a loaf of bread. Called so because they are brown like the back of a niggers foot.
Most people don't use the nigger heels when making a sandwich.
nigger heels by AquaPimp82 October 1, 2007
The result of wearing your shoes untied or loose, in which your heel comes up from the shoe, but the shoe maintains on the ground, creating an effect of slow walking and the sound of dragging feet.
Man y'all was heelin' in them Jordans
I strictly stay heelin' in my Tims
That dumb ass rolled his ankle tryin to be heelin while he was hoopin
heelin' by Bill Wonka January 28, 2007
Hello, with avengance! And an extra e because I was bored.
Heelo Malmo!
Heelo by Jamie April 3, 2004
A term used for when something goes wrong and also ends in mild embarrasment.

Derived from the term "Sailor", as in: excuse me sir, there appears to be something on your heel. (The person then looks at their heel) to which the phrase "oooohhh hello Sailor" is then used.
I can't believe it, the bus was at the stop and just as I got to it, it pulled away. What a heels!!

I was meant to be meeting Lewie at 7 in the bar and he didn't turn up until 9.30. Heels.
Heels by TinTin83 August 2, 2011

Heeltard 

1. a fan of the University of North Carolina at Chapel Hill's sports teams, particularly men's basketball, whose relationships and inner life are circumscribed by obsession and zealotry regarding UNC basketball

2. any person who shouts and/or gesticulates spontaneously while watching a UNC basketball game on television

3. (transportation) the driver of a car with North Carolina license plates who is totally riding your ass for no reason
"The night Carolina beat Duke, I didn't get to sleep until 4 a.m. because the Heeltards next door were being so loud."

"After Chapel Hill won, my brother and two of his Heeltard friends got arrested for running naked down Franklin Street."

"This Heeltard's SUV is all up in my shit."
Heeltard by Frabjousday April 2, 2009