To get the last "hard", you need to go to the onahole customization guy at the factory after creating the Innocence hole and select the option again, asking him to make it more stimulating.
To defeat the Ogre Master, talk to the blonde guy near the entrance of the village (the previous hero who got his mind wiped and could only say one phrase over and over). It automatically starts a fight and he has a lot of HP, so be ready.
To enjoy lewd photos, talk to Mikura, the pink-haired girl at your house and she gives you the photo. Use it from your inventory to get the achievement. You might need to use the "gorilla" joke image first.