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Those four words roll off the tongue as a lighthearted way of asking "What's up? What's next?" And that tripping lightly stuff makes sense, since "How now, brown cow" has its origin in elocution, where the phrase was used to demonstrate properly rounded vowels.
Ron: How now, brown cow?

Paul: Not much. Just on my way to catch a movie with my girl.
by MoonCricket March 26, 2005
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It actually means, "What's next?" I read that on the Merriam Webster Dictionary site after trying to look it up here.
"How now, brown cow?"

"You're going to turn into a purple cow."

by Sara Harmon February 21, 2006
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lighthearted way of asking "What's up? What's next?"

Has its roots in prohition era referring to when a keg (brown in those days) was empty, "well, what are we gonna do now..."
"It seems as though the rave is over, Winnifred" says Penelope.
"How now, brown cow?" says Winnfred inquisitively
"Let's get poprox!"
by TexasCaveman July 31, 2005
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The vengeful act of crapping on a lover's chest while they sleep.

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Whenever you make an advance towards the opposite sex and are blatantly turned down without any notification. Can happen through any median of communication ( i.e. in person at a bar, myspace/facebook/other social networking websites.)
1. "Yea, dude! I was talkin to this hot ass bitch on myspace for like three days straight...non-stop! She was diggin my shit! Then she like stopped talkin to me outta no where! I think she moved to like Dutch Pennsylvania...."

"Naw nigga! She just how now, brown cowed the shit outta you!"
by Big Mac & Kevin Pertego Inc. August 03, 2008
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