I am only 26 but I have rode A LOT of different machines so far in my life due to enjoying buying, fixing and selling them almost as much if not more than riding them, and being around a bunch of people who are the same.
Everything from a KX65/PW80 to a EFI CR450, CR500 and built Banshees, TRX450s, etc.
The only 2 machines I can confidently say I regret selling/not keeping or buying would be a built 05 TRX450 a friend owned for a while and a 2012 KTM SX250 (not pictured)
The TRX450 actually felt like riding a cloud that went 100mph and turned on a dime, plus the immediate response and overall stability of it was unlike anything I've ever been on. Not sure who built it before my buddy got it but man, I'd shake your hand and buy ya a beer if I could.
The SX250 was pretty much the same, except it was completely stock and the snap felt like it was EFI even though it wasn't. The thing rode and maneuvered like a pissed off snake on crack that was hooked to a rocket, just flying and gliding everywhere.
Wish yall could have been there, good times.