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1.
Definition one: a woman who has extensive experience giving oral/blow jobs, and because of that, she does an amazing job!

Definition two: a stripper/dancer whose specialty is dancing on/with a Pole. The pole is generally mounted on the stage in a nightclub.
When she was dancing on stage with the pole, she almost seemed to have an orgasm. Obviously she was a magnificent pole master.
by Panchoman Jr. November 10, 2006
 
2.
An individual who an inclination for, and subsequently a great deal of experience with servicing the human male sexual organ in a variety of ways.

Typically used to insult a male.
Chris is totally a pole master, his tonsils must bleed!
by Sapacious May 19, 2008