You Don't Know Shat !?!: Naked City: Portrait Of A Painter (1962)
The show itself was well made even by today's standards. The script, by writing duo Rodman and Goldberg, keeps the viewer guessing by throwing out some decent red herrings, giving the story an emotional core, and keeping the police business to a minimum. It also contained some strange scenes such as when Detective Flint stops by his gal pal's house and talks on the phone while she does an interpretive dance detailing the life cycle of a flower. It perfectly fit in with the beatnik themes going on in the episode, but having never have seen the program before, I had no idea she was Flint's girlfriend or an aspiring actress so it just seemed like a strange choice. I also have to wonder who did the art credited to Shatner's character because they're all described as cold and unfeeling, except for one the "art critic" says was painted by a murderer. In either case, it doesn't seem like a high compliment.