heelarious 

When someone or something is so damn funny you pee a little.

"OMG, stop -- you are heelarious!!!"

heelarious by Aubrey Upshaw June 26, 2008

Heeldrag 

When dumb asses walk really funny, and scrape the back part of their shoe sole across the floor, burning it off.

Often decreases the value of the shoe, if they're trying to sell it.

"Yo man, let me cop them Jordan Fire Reds!"

"Okay, but there's a shitload of heeldrag!"

"Oh, fuck no then!"

Heeldrag by Taegyuchoe March 27, 2010

Heels Down 

A term in equestrianism to remind the rider to keep their heels down to better stabilise themselves in the saddle.
Most commonly used in English riding.

Instructor - heels down, sit up straight!

Heels Down by TheBigIrishGrey December 17, 2020

hell on heels 

A mean and nasty woman.

Jaclyn is a real hell on heels!

hell on heels by The Ferocious Whomper May 17, 2020

heelflip

where the skateboard does a full flip by the heel of your foot pushing it

I heelflipped the 7.

heelflip by ChrisHeelflipSkater June 28, 2006

heels 

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

heels by FloridianGurl August 3, 2005

down at the heels 

Adjective that describes someone or something eroded, impoverished or poor.

It comes from old shoes having worn down heels, and people having to wear them due to lack of money for new ones.

..the houses are much smaller and already down at the heels.

down at the heels by pesadilladegato August 4, 2007