I mostly played games on Easy mode when I was younger and afraid of a challenge. Don't take me wrong, not thumping my chest here, just stating (haven't used any cheats since either, actually not even sure if they exist in modern day games save for the ones with a console or of course "trainers"). These days I prefer playing games on somewhere between the normal and hardest modes (3/3, 3/4-4/4 depending on the game, 4/5 etc., sometimes increasing it further on the next playthough), partly because I like the challenge and partly because WoW's recent difficulty nerfs made me wish back for some good old head-wall moments for a change.
Mind you though, I ain't awesome and hardcore, just tend to play the games I'm better at as I happen to enjoy them more - not cause of the winning sensation, just that the "I'm decent/good at this" and "I like this game" happen to coincide in most of the cases... the fact I'm a gaming addict as well promotes me wanting to make the game last longer, as it does on harder settings. Also, the feeling of beating something hard(er) is always really awesome.
But yeah my bad spot are strategies. RTSs more so, but back in the days I played Civilisation III (it was a while ago though, was thinking of picking up 5 when it comes out to see how I'd do now, especially as I got a tad better at RTSs in the meantime), I had to move the difficulty aaaaall the way down to Easiest. It was extremely defeating, even on my own, but especially when talking to a friend about it or even trying to play with him, as he was used to destroying the game on some of the most difficult settings.