Pocketknife: Spyderco Dragonfly. One handed open and close. The thumb hole doesn't catch on stuff as a stud would. I preferred the version with the molded clip rather than the wire clip for the same reason, but I lost that one and had to replace the knife.

Good blade, well made, small enough that people who don't 'get' pocketknives don't lose their shit when you pull it out to open a box or envelope or cut up an apple.

Everything else in my pockets is pretty mundane, though I do keep my bifold wallet in my hip pocket instead of my back pocket. I find that's a lot more comfortable for sitting or driving for long periods. Supposedly it makes it harder for pickpockets as well?