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How now, brown cow?

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.
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"How now brown cow?" 

"How now brown cow" is a phrase used in teaching a style of public speaking in which gesture, vocal production, and delivery are emphasized to demonstrate rounded vowel sounds.
Teacher: Work on your vowel sounds.

Student: "How now brown cow?"

Teacher: Rounder, please...

"How now brown cow?" 

"How now brown cow?"
I.E. (scene)
{"How.. now.. brown.. cow.."
*applaud*}
"How now brown cow?" by Srz July 24, 2006

How now, brown cow?

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."

*poof*

how now, cassio

it basically means 'sup'
adapted from othello- way of greeting your friends :)
mitra:"Sup eve"
eve: "how now, cassio"
how now, cassio by mitraeve September 11, 2006

How now, brown cow?

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!"