Hmm, my generation breakdown is roughly:
5th: 13
6th: 17/18
7th: 19/20
The few PC games in the list all handily fit into 6th gen. I didn't own a console during the 4th gen, though when 5th gen was in it's stride (about 96) I bought a MegaDrive, moving onto N64 in 99... and a GameCube 2 days after the European launch in 02. I sold the MD to help pay for the N64, so I didn't really get to experience much of it, only buying 4 Micro Machines games (which were awesome, I wish there was a modern equivalent, or that 1 would appear on VC) and a Lotus racing game (which was terrible)
I have also got Sonic, Sonic 3 and F-Zero on VC, but they are mostly too dated for my liking (I don't regret getting Sonic 1 though, that still has some charm)
From the 3rd gen I have SMB:Lost Levels and Galaga '90. Both on VC... SMB platforming is probably never going to feel too dated, though in retrospect I wish i'd got SMB3 instead of Lost Levels. I wish I hadn't bothered at all with Galaga.