Winning

1. p. pr. & vb. n. of Win
2. a. Attracting; adapted to gain favor; charming; as, a winning address.
3. n. The act of obtaining something, as in a contest or by competition.
4. n. The money, etc., gained by success in competition or contest, esp, in gambling; — usually in the plural.
5. n. A new opening.

The word meanings were obtained from OPTED(The Online Plain Text English Dictionary), which is based on “The Project Gutenberg Etext of Webster’s Unabridged Dictionary” which is in turn based on the 1913 US Webster’s Unabridged Dictionary (See Project Gutenburg), as a text file.