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Star Trek: Deep Space Nine: 2x7

Rules of Acquisition

A female Ferengi, posing as a male to be available to participate in business (a rule STRICTLY forbidden by the Ferengi government), falls for Quark during very important negotiations between the Ferengi and a Gamma Quadrant race.

Star Trek: Deep Space Nine: Season 2 Episode 7
Nov. 07, 1993