A guy who goes out with a girl and no-matter what, she won't give him head.
Friend 1: Dat nigga's a headless horsemen forreal.

Friend 2: How long him and his girl been goin out?
Friend 1: 2 or 3....days.
Friend 2: And she still aint givin him head?!

Boyfriend: You know everybody at school has been calling me a headless horsemen, right?
Girlfriend: yeah but I mean, we have such a good relationship. Going on 2 years now I think giving in would mess things up for us.
Boyfriend: Damn shawty!!! Nigga jus' tryna buss a nut...
by Professor Whomper February 5, 2010
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He was thinking about getting circumcised as he had heard headless horsemen were unsanitary.
by zemotg November 6, 2007
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