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About half my MegaDrive games were barely played at all, but that was because I bought the console + 7 games 2nd hand from a local newspaper advert.

Games that I bought deliberately but regretted it: (in descending order, so the worst at the bottom)

MadWorld - Wii (This would probably be even lower if I had paid any significant amount of money for it, but it was only £3.87, I've had more expensive sandwiches)
The Simpsons Road Rage - GC
Galaga '90 - Virtual Console
Roadsters 99 - N64
Army Men Sarge's Heroes - N64
South Park Rally - N64
Bomberman Blast - WiiWare (I had never played Bomberman before, and decided to try it out, really wish I hadn't)