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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A male is on all fours while a women is pulling his erect panic like milking a cow all the while a cup is under the mans dick some when he nuts in to the cup the women then proceeds to drink it
Last night my girl was Milking the cow so hard
by Man baby 2224 December 09, 2020
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To take the bag out of a box of wine and extract the last glass full by squeezing the bag and opening the spout.
Jen needed one more glass of wine so (she milked the grape cow).

How did you get another glass of wine Jamie I thought we were all out ? "By milking the grape cow" she said.
by Bestly January 31, 2018
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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 18, 2020
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