When you are not really about the ranching lifestyle (i.e. waking up at 4am, feeding the pigs, herding cattle, plowing the fields, etc.) but you love to wear and culturally appropriate the fashion.
April: What was Diplo wearing?!?! Was that a big belt buckle?

Matthew: That’s “Cowboy Drag.” He’s been doing it since Stagecoach!
by djpr3mis September 14, 2019
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To drag the letters tediously and skeptically,especially when the player is not so sure of the word he is making, in an online word game(Literati).
"Jessica was cowboy dragging the letters the whole game yesterday when we played 'Literati'".
by Eric T. April 8, 2006
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