Most scary: Discovering my crewman wasn’t quite as good at hands on flying as I thought he was! Or finding myself on the approach line of 4 fast jets heading for the Fearless in San Carlos Water.
Most fun: Low level in a MK9 lynx before they limited the max speed (But I was just a TA pilot by that time)
Most rewarding: Finally being told my hover skills were good enough to put the dope-on-a-rope out of the aircraft.
Most stupid: Not taking that refuel when I had the chance.