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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To milk a womans D cups while being covered in sweat. Youll hear a pleasuring squishing sound
She had big boobs, so i decided to try the Milking the Cash Cow move on her.
by Matchge January 15, 2015
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