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!!!"
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White and privileged
You are one tall glass of milk
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a tall, hot, dark skinned guy
wowww!! he's a tall glass of chocolate milk!!
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