Long before ADS-B came along, I flew my Grumman AA1-B to write a story about a company that conducted upset and unusual-attitude training in a Mudry CAP 10 aerobatic trainer. After spending time learning about the program, I asked if we could try for a good air-to-air shot from the Grumman (with a telephoto lens at a safe distance, of course). I took off first, and when I was not able to catch sight of the CAP 10 where I thought the pilot said he was, I asked the sector controller if they could help point me in the right direction.
This is a companion discussion topic for the original entry at https://www.avweb.com/features/controller-taken-aback-by-an-unusual-request