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 30, 2018

Skippy

A scally hippy

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

Skippy

Austrian slang for a kangaroo

I hit a skippy out on the highway late last night.

by Redrum2wo January 17, 2019

lil skippy

(1) what i call my sister
(2) the name of a young skipper

(1) get me food, lil skippy!
(2) that boy is the skipper’s son. he’s a lil skippy!

by mjb2 August 3, 2018

Skippy

A nickname you give to a coworker that believes they are the best at everything. They believe its a name of elevated position, like captain. It inflates their already inflated ego. A skippy frequently talks about their penis size and how attractive their girlfriend is. A skippy has been everywhere and done everything.

"Ol' Skippy just over there being a skippy"

by Salala February 5, 2019

Skippies

A young man's tightie whities or boxer briefs with it without racing stripes.

Mr Janikowski told us to strip down to our skippies after PE class. The problem was he was the janitor.

by Flesher#1993 August 31, 2018

Skippy mcdingle

Someone who skips like its the last day on earth

Damn, skippy mcdingle is really getting after it.

by LilSkipThaFinesseKid June 10, 2018