I've spent quite a few hours actually flying aircraft. My dad got his private pilot's license when I was young (7ish), and we regularly went flying together, and joined the Civil Air Patrol for a number of years flying search and rescue.
Planes I've flown with my dad: Cessna 172, 150, 152, Beech T-34A, Piper Arrow III, Rockwell commander 112.
I had a friend in Seattle with a Piper 180, and we used to fly...about weekly. All I had to do was walk over to his desk and say the magic words, "I'll buy the gas."
And we'd usually go flying for 60-90 minutes around the Puget Sound area, which I'll be honest, is some of the most scenic terrain in the US. Since I was paying for the gas, once we got airborne, he'd pretty much let me fly the whole time.
Last October, I got to go flying with
Fighter Combat International, which was probably the absolute best weekend of my life, period. 8) Two days of fighter combat in Extra 300L (my friend flew the 2nd aircraft) and full aerobatics. Tons of fun. It's an expensive weekend, but well worth the experience. FTI was a client of mine, so they gave me the employee discount, too. The guy who flew backseat in my friend's plane the second day was none other than
William Gregory! Very cool and down to earth guy.
Other somewhat exotic aircraft I've flown on: S-64 Aircrane (formerly the Sikorsky Skycrane) for several days of flight testing. Fantastic view flying in the rear bubble of that beast.
Funny thing about most commercial airlines, I've spent more time walking around on the wings of them than flying in them.....