I suppose I should clarify, when I say "100%'d" I mean I got all achievements, so haven't seen all scenes (about 50ish% there). You don't have to be in Ironman Mode to get any achievement, however, if you do get an achievement in Iron Man mode you get an asterisk by the achievement. Supposedly you do get additional bonus points if you get the achievement in Iron Man mode but I can live without them, as long as I got 3 for bonus starting attributes. Everything else well you can get by just playing the game/leveling up. Otherwise you make 10 characters (minimum) to get every achievement on Iron Man.
Yeah some of the achievements are screwy, they don't always work the way you'd think. Fight the centaur, lose via getting plowed. Like don't submit to them right way (like before the fight) otherwise that doesn't count. That should boost your Equestrian Score, do this at a score of 3 and you are taken to the centaur camp, also you get the achievement.
Oh if you're having trouble with the ogre remember, she hits hard, but is inaccurate this can be exploited, also DO NOT TRY TO SEDUCE HER, that's an insta-loss.