One time I was flying back to LA w/ my flight bag as carryon. The TSA guy was alarmed at my headset, charts, etc, and began grilling me. He called his supervisor over.
Supervisor came over, checked out what I had. "Pilot?" he asked. I mentioned I was a student. "Good headset, I like the Dave Clarks too. When you've got some more hours, give me a call (he hands me a card, it identifies him as part of the Civil Air Patrol) if you'd like to know more about what we do. Have a good flight, and good luck with your training."
The original TSA guy was confused, didn't quite understand what had happened as I walked away. Judging by the look his supervisor gave him, the boss guy wasn't terribly impressed with this guard's spidey senses.