noun, plural stogies.
a long, slender, roughly made, inexpensive cigar.
a coarse, heavy boot or shoe.
Also, stogie.

1840–50, Americanism; stog(a) (short for Conestoga, town in Pennsylvania) + -y2 Unabridged
Based on the Random House Dictionary, © Random House, Inc. 2014.
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World English Dictionary
stogy or stogey (ˈstəʊɡɪ)
n , pl -gies
(US) any long cylindrical inexpensive cigar
[C19: from stoga, short for Conestoga, a town in Pennsylvania]
stogey or stogey
[C19: from stoga, short for Conestoga, a town in Pennsylvania]

Collins English Dictionary - Complete & Unabridged 10th Edition
2009 © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins
Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009
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Word Origin & History

1847, "rough, heavy kind of shoe," later "long, cheap cigar" (1873), both shortened from Conestoga, rural region near Lancaster, Pennsylvania; both items so-called because favored by drivers of the Conestoga style of covered wagons first made there.
Online Etymology Dictionary, © 2010 Douglas Harper
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Example sentences for stogie
The cheroot or stogie is a cylindrical cigar with both ends clipped during manufacture.
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