What is Pointman?
1.
(n.) One indigeonous to or familiar with the current vicinity, who acts as a guide to the foreign peoples. A key point of anti-guerrilla forces. Pointman is a bisexual term, and does not change to pointwoman.
I'll be pointman, you can follow ten at ten paces.
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2.
Pointman the (opposite of a cockblocker) is a player or alpha male who starts macking while the wingman covers the grenade or macks to the other women nearby in clubs or other settings
a wingman notices the clubs women the pointman starts macking to the girls while the wingman helps the pointman to score.
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3.
One who assists in the apprehension of a female's number, similar to a
Guy 1: Ok, you can be pointman while I land the hot one on the right.
Guy 2: Sounds good, but you're playing point next