I grew up around the late 90's and early 00's with old PC games. My first game that was bought for me was Pro Pinball: The Web
When internet (and especially ADSL) came around, I went crazy with emulators, playing the shit out of various SNES, Mega Drive (our family had one, though it was given to my cousins' family), GBA and Neo Geo games. Also, I kept playing various PC games, both old and new, commercial and freeware (the Finnish share/freeware scene was really big around the turn of the millenium).
Nowadays, after getting into anime, seiyuu and owarai stuff, my gaming has reduced really drastically. I bought a F.E.A.R
pack from the GOG summer sales for replaying, but otherwise it's been all light browser flash games for something to do while listening to web radios. Games getting more and more commercial (ie. mainstreaming for casual players, concentrating on graphics without optimizing, wasting money on advertising campaigns and being generally uninspiring gameplay-wise; good recent example being Bioshock: Infinite) doesn't help the situation, either.
Some of my all-time favorites and/or most played games, in no particular order:Pro Pinball: Timeshock!
C&C: Red Alert 2
Soldier of Fortune II (multiplayer)
Super Metroid (and other 2D entries in the series)
Space Rangers 2
Also, have a picture of the new Timeshock! remake that's coming up (hopefully) soon.
I'm so glad they went with the prerendering route. Doing it in real-time 3D would never look as realistic.