Top Definition
An expression used to state the feeling of sadness and indifference that one feels at the end of the night while window shopping at a brothel, bordello, or whore house for a prostitute or hooker.
- "After Mike couldn't get that bombshell blonde in the sack, he left the bar for the red light district and found himself deep in the window box blues."

- "I stayed out until 5 in the morning when the window box blues over took me."
by 3s&7s August 12, 2011
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