A fishy cowboy maid is a man woman etc who was born as a southener. The person would work or own a fish shooand talk about wearing a maid outfit often.
Random person 1: Hey you work in a fish shop dont you Raylad
Raylad: *comes out in a maid out fit with cowboy boots and speaks in a southern accent*: yeah why?
Random person 1: Because your a fishy cowboy maid!