wailing on the cub scout

Sounds ominous, but literally translates as listening with undivided attention.

It's nice to see everyone wailing on the cub scout for a change. Now, please provide a helmet for the button-maker, chop chop.

by Johnny Eightball June 10, 2004

Wailing Woman

A mystical woman who appears on very few occasions, executed when a man tucks his dick in the Fruit Basket position giving the audience a frontal view, appearing the mystical figure

Dude, I was at Joe's house yesterday and I saw a Wailing Woman!

by anal fisting October 13, 2008

wailing whale

When two fat people are having sex on the beach and the man gives her a screaming seagull and she wails in pain like a whale

Jerry: i gave my girl a wailing whale yesterday.
Scott: wait the fat chick you are going out with.
Jerry: fuck you.

by Glenn quagmire November 18, 2014

Vagg-Wailing

Jack hammer style pounding on the pussy.

Last night i went vagg-wailing and now i got stank dick.

by Hifoe May 2, 2016

Wailing Wanks

Also known as Frightened Masturbation or The Screaming Skeets. It happens while on 24 hour acid trip, when one starts to jerk off and sees a extremely scary hallucination and subsequently starts scream while still jerkin it.

Kyle was so f-up I could hear him suffering through the wailing wanks in the room next door.

by w@mMy s@ndw1cH?!1! May 24, 2006

wailing juanita

A wailing Juanita is a woman who screams excessively loud during intercourse to such a degree she garners the attention of neighbors and those passing by.

Suzy became such a wailing Juanita during one night with Mike that her neighbors complained and she made children on the street cry.

by Tree Dollars September 2, 2013

The Wailing Wench

Since the dawn of time there has been an expression, that has survived through all the ages - in latin it is "Planctus Puera",in chinese "哭丫头". In english, it is "The Wailing Wench".
It is the simple, but pleasurable, act of slapping the behind of a serving lady, a serving wench, the waitress etc.

It might be hard, it might be a light caress, and you might even grab if you are feeling cheeky. But it will ALWAYS end with a yelp and a shriek!

Gross old man 1 - "I pulled The Wailing wench on the new girl Jenny the other day, I marked her as mine, THAT'S for sure!"

Gross old man 2 - "You, my friend, are quite the rascal! I have longed to Wail the wench myself for a fortnight!"

Gross old man 1 - " She shrieked like the beast, and, I must admit, it was quite the behind on that one!"

*Both gross man laughing*

by Norwegian pecker January 12, 2013