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Thousand Mile Smile 

A "Thousand Mile Smile" is the smile you get when you are really high. It just happens, and it makes you look so stupid. Everyone around you will make fun of you for it. It will begin to hurt your cheeks after a while, but don't fight it. It's part of the fun.
"Look at that Thousand Mile Smile Joey has got goin' on there!"
Thousand Mile Smile by A Sea Shell October 9, 2011

five mile smile 

A method used by London gangsters to scar up their victims. A cut is made at the edge of both sides of the mouth then the victim is kicked in the groin very hard. As he screams the flesh on both cheeks are ripped apart leaving terrible scaring.
I wish some would give George W Bush a five mile smile.
five mile smile by Black Flag February 10, 2004

Quarter-Mile Smile 

-you have a good smile from a quarter mile away, but not any closer than that because it is just hideous!
Damn, that girl needs to back the hell up, she's got a quarter-mile smile!

The 8 Mile smile 

The sort of smile that comes from aiming a weapon with one eye closed for better accuracy.
Don't piss me off or I'll give you the 8 Mile smile.
The 8 Mile smile by Dump truck January 2, 2017

I'd walk a mile for a vertical smile

a funny saying, as quoted by E. Normus Johnson that states that he would walk 5,280 feet for a piece of pussy
E. Normus:I'd walk a mile for a vertical smile.
Random guy: Me too, E, Me too...
More from Urban Dictionary

piddlefart

verb. To waste time doing nothing.
Instead of doing my homework, I decided to piddlefart around for two hours.
piddlefart by Rene April 25, 2005
Word of the Day on October 9, 2026
anyone who succeeds in disgracing/over indulging themselves in the throws of clubland
28 hours and 4 clubs later, gurning for england but still refusing to go home - a total wrongun!!
wrongun by bevvers March 21, 2007
Word of the Day on October 8, 2026

square grouper

Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.
"Base we've got some square groupers floating outside of Miami harbor."
square grouper by slipsheet November 6, 2004
Word of the Day on October 7, 2026
A girl who does ballet and only talks about ballet. Her schedule is filled with dance classes which does not allow her to do any other activity.
"Hey, do you know that girl Sally?"

"Yeah, she's kind of annoying. All she ever talks about it ballet."

"Wow, what a Bunhead."

"Hey Sally, you want to hang out this weekend?"
"I can't, I have dance."
"You're such a Bunhead."

"Yeah... I know."
Bunhead by Jen00 October 24, 2014
Word of the Day on October 6, 2026

trucker's tan 

A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
I had a trucker's tan after driving for 10 straight hours on a sunny day.
Word of the Day on October 5, 2026
The phenomenon where adults salivate at children's toys
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026
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