A renegade toe, or toes, poking through a hole in a sock. Socks with holes are generally seen as signs of poverty, and the toe(s) sticking through said hole are signs of hobo-ism.
Damn, dawg, mah girl thought I was po, with mah hobo toe stickin through mah old sock.
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State of toes in between pedicures where the polish has chipped, faded, is missing, and/or calluses are growing out of your sandals.
"I wanted to wear my stilettos today but my Hobo Toes were lookin nasty."
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When you have a yellow crusty decaying toenail on your big toe.
Please get your hobo toe away from me.