#1 & 2 are the bulb. #2 just shows the (male) connector on the bulb - which appears to be in good shape BTW. If you have continuity between the two terminals, the bulb is good since that is a single filament bulb.
#3 is the (female) connector end of the harness - which also looks to be in decent shape. If you have power and ground at #3, your bulb should illuminate. This of course assumes that you have enough tension in the female terminals to make contact with the male terminals in the bulb. If you do not have power and ground here. the problem is upstream.
I honestly didn't check for continuity between the two terminals of the bulbs. What I did instead was hook them up directly to the battery via alligator clips and they both lit up which indicated to me that both bulbs are good.
For #3 - Power and ground keeps randomly alternating between the passenger side and driver side plugs. I thought the same thing, maybe the terminals aren't making contact. So, I hooked up alligator clips to the male terminals of the bulbs and made sure the other ends of the alligator clips made contact with the female terminals of the plug. Still nothing which is the craziest part..
Then, I added the temporary ground like you suggested to one side, then the other, then both sides simultaneously and still nothing..