"1) I'm going to non-rev back home from vacation in a t-shirt, shorts, and sandals. Whoops, a 2004 DOH doesn't get me the last seat in the cabin. OK, I'm the only pilot at the gate, so I'll just request the jumpseat. What? I'm not allowed to jumpseat because of my clothing attire? But TillerEnvy told me that the JS is also non-revving if I can't get a seat in the back."

I would advise against this.While waiting for the release to print in DCA,a guy shows up dressed as you describe.The gate agent asked him "Do you have any other shoes ? You can't non-rev in sandals." He didn't get on.I know the non-rev dress code was relaxed when the meger happened,but if you really,REALLY,need to get home wear first class attire or better yet,your uniform.I know it's a pain,but getting stuck is a bigger pain.