Back in the old days (1990 or so- Windows 2.0 or thereabouts) there was a computer game circulating that did that. I think the whore was Nina Hartley but I could be mistaken. Anyway you had to ask the whore questions and answer her questions in such a way as to get a progression of pics displayed culminating, you hoped, with her getting completely naked in your apartment.

It was supposed to simulate dating.

Why not hook that shit through USB to a pocket pussy and we can kiss the raincoaters goodbye.