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1: Someone succeeding, despite all probable odds. Showing an impressive display of skill. Synonymous with "balling." (References the 1985 Marvel Comics character, Longshot, who briefly joined The Uncanny X-men)
Samuel was longshotting last night when he beat an entire team of prestige players all by himself in Call of Duty: Modern Warfare.

Junot Diaz was longshotting in 2008 when he won the Pulitzer Prize in Fiction.
by greyghost1779 July 26, 2011
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