From Season 1, Episode 4 (if you are counting the original 2 pilots as episode 1 and 2): Death Lends a Hand
This is an inside joke between my best friend and I who have watched a ton of Columbo together, more specifically this episode. It’s a weird shot because I think they were flexing that they could super-impose 2 simultaneous film edits onto his glasses frames. Only problem is that it looks really weird because you can tell that to accomplish this, they took a single frame from that shot, freeze-framed it, then did their superimposition.
It looks odd and humorous at the same time because it’s quite a long sequence where it seems like this dude is standing perfectly still, not blinking or shuffling around at all.