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Getting paid or coming into a large amount of money whether by legal or nefarious means.
"Yo man I just got my pimp stack today so we're going out tonight !"
by Patrick Wilde December 16, 2008
Guy who typically drives a vehicle like an '86 Mercury Cougar, and who usually attracts male suitors.
Zach: Who is that dude in that Cougar? His pants are too short.

Tommy: That's pimp stack
by Musteadman October 23, 2008