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(adj.) A description of, or having the qualities of, a male that one should have dated in high school, but did not. Used most often as a term describing regret.
Leslie: "Hey, do you remember Jeremiah from homeroom?"

Jennifer: "Yeah, he was so monkey sweater-vest. I feel like an idiot for not hooking up with him."
by YapMaster August 21, 2011
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