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Define Five O'clock Shadow Meaning

Five O'Clock Shadow
Stubble grown by dark haired men between the time in the morning they shaved, and the the time at night (usually around 5:00 PM) when it is noticeably growing back.

John looks like a mess, but it is mostly because of his five o'clock shadow.
By Timmie
Five O'clock Shadow Whore
A transsexual prostitute.
A transsexual that provides sexual acts for money.

I was almost tempted to approach this woman , until I found out that he was a "five o'clock shadow whore".
By Joann