Do the Ace Attourney and Professor Layton games count? I got 100% correct (as in no wrong answers or retries on anything) on Pandora's Box and Lost/Unwound Future (I couldn't find one puzzle in Curious Village), and I'm on for perfecting Last Spectre as well... Didn't get overruled in Miles Edgeworth.
Used to be damn good at the pokemon games, hilariously having never watched it, we did a tournament at school as well, about 3 weeks after I'd got Crystal, and there were no rules... The only guy who beat me exclusively used legendaries, a month later I beat him and he gave up...
I guess you could count FIFA '06 since I beat Real Madrid 5-0 on legendary with Darlington, but playing FIFA 12 in 2 tournaments at Uni and I basically got my arse handed to me because of the massive change in controls (different console and a control overhaul as well). Could also add the Football Manager games in since I won all but one match in my last season on 2012, winning the Prem, both English top cups, Community shield and Champions League with Middlesbrough, and with severe injury crises (I drew away at Man City).
The most shocking: Tiger Woods on PSP... never had a round worse than 5 under par... had more than 20 under par a few times... The thing is, when you get so good, what's the fucking point? It has RPG elements so I'll get better, but the challenge has never been there for me... And even if I start again, I'll win everything again, whereas with the Pokemon games, I can start again, role-play, blah, and there is some kind of story...
Edit: Forgot Altitude... always top 3 in FFA deathmatch, always star player in plane ball, and usually scored all 6 goals very fast... yeah, it was on beginner servers, but I was either hyper low level when I played a lot, and when I got towards the level cap, I hadn't played since the initial burst, so going back on effectively as a newbie again and schooling people who were similar level who were practiced...