The act of squeezing the tits of the girl you're taking from behind - she's on all fours. See also milking the brown cow if you're doing the girl via the poop-shoot.
I was milking the cow when she asked me to switch from the playground to the garbage dump.
by big_schnasty January 31, 2005
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A way to say can I “suck your titties”, but discreetly.
At work, to a female coworker; “Wow, can I please milk the cows???

At school, to your hot teach; “Can I stay after school, I’d like your help Milking the Cows”
by Shrimp Bayless February 19, 2020
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A sex act where a guy cums on a girl's boobs then as he lies down with his mouth open, the girl wipes the cum from her boob into his mouth using motions similar to milking a cow.
I was milking the cow with Simon last night so I didn't have to swallow.
by loosecheeks December 31, 2011
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Milk the Cow. It can be used in any situation!
Gosh Claudia! Milk the Cow and get to work! You know you have a math exam tomorrow!
by thecowmilker April 24, 2011
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WHen a woman has intercourse or sexual relations with a man and she moves the penis in a jerking gesture just like durring sex a women rubs up and down on the penis to make sperm ejackulate like head, strawberry short cake, or buff or any other type of sex/dick related subjects. The woman moves the penis in a motion like milking a cow!!!
LIke last night i was having sex with Chloe she was milking the cow on me.
OR
OMG Chloe yesterdayy i milked Joey really hard!
by Gigigan June 14, 2008
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MILKING THE COW -- The cash cow is a popular business term. The 70's was an interesting time especially in the Pacific Northwest and Dan Wieden and the Communist party and the Nike Logo is a Sickle.

The biggest pay off in the world, and name change and plus sign and cross. A man who became rich for essentially espionage. Milk the cow means a nice financial contribution to support the arts. Urban Dictionary is an art.
MILKING THE COW --- Because of Dan Wieden I have had the pleasure of meeting Tatyana, Olg, Mya, Stanislav, Kacha, and Roman. All move here from Russia and have an interesting story to tell me. Then Fookers at a bar and wild sex and pictures.

MILKING THE COW --- I think somebody needs to use urbandictionary in their advertising campaigns. Get the point.
by RustlerHustler December 7, 2011
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