Skipper

1. One who skippers a boat
2. One who doesn't understand sarcasm or literal sayings

Teacher: Talk about how you don't understand sarcasm.

Skipper: Were you being sarcastic or literal?

by Oh Captain! October 16, 2013

Grandpa's Dirty House Slipper

Grandpa's Dirty House Slipper, in keeping with the definition of House Slipper, is the act of an elderly male homeowner engaging in unprotected anal sex with a male residential services provider, i.e., home health aid, lawn care worker, maid, plumber, cable guy, in exchange for the worker to provide free or extra services.

Howard needed his lawn mowed and the shrubs trimmed around his yard. However, his social security check only stretched so far and he could not afford to pay for those services. Therefore, Howard availed himself to sex and performed a Grandpa's Dirty House Slipper with a young male lawn care worker mowing the yard of his neighbor's home. Howard ended up with neatest yard and the best groomed shrubs in the whole community.

by Eaton Holgoode April 26, 2014

school skipper

someone who very often and continuously skips school.

"Dew is never in class. He's such a school skipper!"

by Dew Divirgilio December 12, 2008

skipper ripper

to have sex with the skipper on a boat so many times that you tear her/his asshole.

I had a skipper ripper of a weekend

by Lonny6900 October 31, 2009

Rock Skipper

When at a water park a very large woman comes out of the slide and skids across the water due to momentum.

Guy 1: damn, did you see that fat bitch skip.
Guy 2: word, it's called a rock skipper

by CO420 July 20, 2010

Dick Skipper

Originally coined by comedian Doug Benson, "dick skipping" is generally referring to masseuses that don't give happy endings. "Dick skippers" can also be used to describe lazy or slapdash people or things.

"That masseuse was a real dick skipper" -Doug Benson

"The blacks are a bunch of dick skipping hoes, I'm not racist I'm just speaking the truth" -Bill O'Reilly

by SEXMUFFIN-987654321987654321 May 24, 2015

Dr. skipper

If you find that your pathetic collection of nickles and dimes is hardly enough for a much needed can/bottle/2 litter of Dr. Pepper, never fear! The inovative minds of Safeway Select have created for us Dr. Skipper. A name so delightfully familiar that we know what it's supposed to be a rip off of, yet still safe from the snapping jaws of soda company attourneys. You may find the price to be narly.

Warning: Driking Dr. Skipper warm may not result in a pleasuable expiriance.

"Hey guys, I searched the couch cushions today, how's about I spring for a two litter of Dr. Skipper!"

"Sure, sounds grand!"

"Thanks man, you're narly to the max"

by fondoo August 2, 2005