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Tall glass of milk 

Similar to "A tall glass of water" (tall woman with long legs and beautiful features.)

"A tall glass of milk" is used to describe more particuarly a tall white woman (or a fair woman of European decent) with long sculpted legs and a brick house body.

This term is used usually by (older, pimp-ish) black men - hence why the glass is filled with milk rather than water. (Water could mean any race/color.)
"Now that's a mighty fine tall glass o' milk right there!"

"Whew! I need me a tall glass of milk like that there Klohe Kardashian."

"Ooooweee!! That tall glass of milk would do this body good!!!"
Tall glass of milk by MizzieG June 5, 2013
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Tall glass of milk 

You are one tall glass of milk
Tall glass of milk by Bigwhitebooty October 28, 2017

tall glass of chocolate milk 

a tall, hot, dark skinned guy
wowww!! he's a tall glass of chocolate milk!!
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