It really depends on who is wearing it, her age and the form of the face.
2 pigtails can be so cute, short hair on the right girl can be totally sexy. And luckily we are not living in North Korea, where the woman can only choose out of 14 different hairstyles (i believe)
It is all about the balance. Without a story the game is just a bunch of images. When it feels that you did something for your reward, the reward is so much better. But if you have to grind and grind and need to resort to the skip button... than it misses its goal.
Achievements that unlock some (non related) bonus material is a plus for me. For instance, making the 'nicer' choice a couple of times unlocks some content that shows the total opposite .
Mostly I go with what the developer intended for the story and maybe changing some little things on the flow. I got enough phantasy in me to make it work either way :)
A game of a secret society with wealthy older people and some submissive and curious youngster that get rewards in exchange for sexual favours. Every chapter is from another viewpoint.