By this, I mean games that look like they should be on a system a generation or two older than the systems that they're on.

Data Design Interactive games, such as Ninjabread Man, Myth Makers: Super Kart GP, etc (Wii)

These look like PS1/N64 era titles - they came out around 2007-2008 but look straight out of the late '90s, and play far worse. They're on Wii, so that's 2 generations newer, but it's really more like 1.5 generations since the Wii was underpowered compared to the Xbox 360 and PS3. Still, that's pretty bad. DDI just didn't give a shit.

Bubsy 3D (PS1)

This could have been done on SNES with a Super FX chip. On the PS1, it's a big fat pile of FAIL.

Time Killers (Genesis)

This is a game that looks like an early NES or Master System title, but it came out on Sega Genesis in 1996.