Wing Commander series, Chuck Yeager's Air Combat, Falcon 3.0, X-Wing series, Descent 1 & 2. Thrustmaster flight stick and throttle. Good times, good times.
I never really mastered flying the F-16 in Falcon 3.0, but I at least got to the point where I could take off and land OK. The mission planner for custom missions was very sophisticated too.
For Descent, I had also tried out the Logitech Cyberman 2 controller:
https://www.neogaf.com/threads/the-weird-and-wonderful-world...
In theory, it is ideal for flying your spacecraft in Descent, allowing you to move or turn in any direction in a a sort of intuitive fashion. However, it wasn't that satisfying in practice.