I'd love to your choices on games you really want to enjoy, but put off by things like complex system/difficulty/slow starting etc.
Mine originally was Buck Rogers on the megadrive, but I got it all down now and love it.
So now I'd say Starflight. It's similar to buck Rogers but I've no idea what classes I should choose, what I'm supposed to do and "where the heck am I landing, oh I'll just pick at random... Oh nothing there/crushed by gravity ".
Oh and perhaps Phantasy Star, the maps seem really dull but I have a feeling I'd enjoy it if I pushed my way through it.