This reminds me of a game we used to play with the jarheads out on Hill street in Oceanside back in the 90's.
Hooker(streetwalker) cop or trannie.
Rules: we pick someone out on the sidewalk, and you tell us what you think.
If it looks like someone you would never speak to, much less have sex with, its a hooker.
If it looks like someone you might try to talk to in a bar, it's a cop.
If it looks like a damn model, it's a trannie!
Those guys/gals sure know how to keep themselves dolled up at all times.