Skippy

A 26 or older virgin that lives in his mother's basement searching for a wife but always fails in the most stupid ways possible
Man stop being a pussy you don't want to be a Skippy
by White Phoenix doing stuff as a October 31, 2018
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Skippy

Fresh, fabulous, awesome, clean, great, on point, smooth
That outfit she's wearing is skippy.
by Piratebotch November 19, 2021
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Skippy

by November 23, 2023
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Skippy

Look! He wears a Luis Vuitton hat! - White kid.
Yeah, he's a skippy! - Other white kid.
by Gianni Goossens November 14, 2007
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Skippy

Woodie's taken 3 trips and gone out looking for the fella who ripped him off

Why has he done that?

He's a bad skippy
by Octoling December 29, 2018
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Skippy

A girl / Shordy that jumps around from guy to guy and doesn't feel any ways about admitting it.
Hey look at that skippy ! Just saw her on the block yesterday skipping around!
by Blackk Panther August 30, 2017
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Skippies

Unlike a previous definition given by "Alex", this term is definitely NOT circa 1990's. The first known reference to skippies occurred in the mid to late 1970's, and refers to a low-cost type of shoe, most often unnamed, or off-brand, such as pro-max, roos, or some other imitation. Usually having plastic soles, poor construction, and fake leather exterior, and also very poor support of the foot. Although usually sold as athletic shoes, these were the absolute worst choice of footwear for athletes, as the soles would not grip surfaces intended for sports. Often, they would leave scuff marks on floors from the simple act of walking, and they made a clomping sound when walking in hallways of places like schools. This attracted attention from cruel kids, who most often teased the less fortunate for having to wear them.

Side Note from the Definer: Bullying is cruel and affective to sensitive children, but it is also a part of social learning, and self awareness. It is important to allow our children to learn these traits in the world we live in, or they will be devoured in the world yet to come. We are not raising a nation of cry-babies. We should teach them to be warriors. I learned my most important lessons from being a victim of bullies during my youth. Today, no one would dare challenge me in that way. I would swallow them whole without remorse.
Skippies... Make your mama look fine, Skippies, get ya behind in the line, Skippies, cost a dollar ninety nine. Skippieeeeeees!
by Whiskey Drinker Me September 09, 2020
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