[syn: cardsharp, card sharp, cardsharper, card sharper, sharper, sharpie, sharpy, card shark]
3.  a pen with indelible ink that will write on any surface; 
4.  a shallow-draft sailboat with a sharp prow, flat bottom, and triangular sail;  formerly used along the northern Atlantic coast of the United States; 
The Collaborative International Dictionary of English v.0.48:
Sharpie \Sharp"ie\, n. (Naut.)
   A long, sharp, flat-bottomed boat, with one or two masts
   carrying a triangular sail. They are often called Fair Haven
   sharpies, after the place on the coast of Connecticut where
   they originated. [Local, U.S.]
   [1913 Webster]
WordNet (r) 3.0 (2006):
sharpie
    n 1: an alert and energetic person [syn: eager beaver, busy
         bee, live wire, sharpie, sharpy]
    2: a professional card player who makes a living by cheating at
       card games [syn: cardsharp, card sharp, cardsharper,
       card sharper, sharper, sharpie, sharpy, card shark]
    3: a pen with indelible ink that will write on any surface
    4: a shallow-draft sailboat with a sharp prow, flat bottom, and
       triangular sail; formerly used along the northern Atlantic
       coast of the United States