Milk the cash cow

First put into practice by a German exchange student. Meaning "to squeeze the breasts of a wealthy girl". More aggressive than fondling.
Did you milk the cash cow?

Yeah, she loved it! You should try milking a cash cow.
by Germarme January 15, 2015
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Milking the cash cow

Abusing the generous welfare state in Canada or the United States of America for your own personal gain.
If you have a business outside north America and you still live on welfare here in north America, you have a morality problem. Stop milking the cash cow.
by Sexydimma August 29, 2023
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In his song, the reference is for a woman to let him ejaculate on a girls face while he masterbates. If she holds her head steady he'll milk himself.
ludacris hold the head steady I'm going to milk the cow
by smartyguy1 November 08, 2014
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From the song 'Yeah!' by usher, 'lil jon, and ludacris. In this part ludacris is talking about getting a hand job.

The 'head' being the head of his dick, and 'milk' being the cum out of his 'cow' (his dick.) He wants the girl to give him a handjob and make him cum.
Ludacris' part in 'Yeah!' :

My outfit's ridiculous, in the club lookin' so conspicuous.
And Rowl! These women all on the prowl, ***If ya hold da head steady, imma milk da cow!****
Forget about the game, I'm a spit the truth, I won't stop till I get 'em in they birthday suits.
So gimmie the rhythm and it'll be off with their clothes, then bend over to the front and touch your toes.
I left the Jag and I took the Rolls, if they aint cutting then I put em on foot patrol.
How you like me now, when my pinky's valued over three hundred thousand,
Lets drank you the one to please, Ludacris fill cups like double D's.
Me and Ursh once more and we leave 'em dead, we want a lady in the street but a freak in the bed to say ..
by chacmool January 22, 2010
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Milked his cow

When one gives a guy a handjob
by brian6015 February 07, 2018
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Milking the Cow

The act of jerking off four guys at once.
I hear lots of men are in to "milking the cow".
by Winnie The Dump April 22, 2017
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Milking the cow

During sex you milk the cow when shes on bottom in the middle of a threesome. You have the asshole and the other has the vagina when hes suckin the tits. When you slap the ass and the milk comes out
Jack: Yoooo I had a threesome last night
Will: Damn you lucky bitch
Jack: Yea we tried milking the cow
Will: WTF?
Jack: Here me out it felt good
Will: Shut the fuck up
by GamerBruhMomemnt December 01, 2020
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