I also managed to make myself appreciated by Bella and Jill although my rating was Massive Dik, I also deliberately made all the possible choices from Dik, so I got an idea:
The big choices that change the bar that appears on the screen, determine only which text options you will have at certain times (for example if you are a DIK you can peek under Maya's skirt as soon as you meet her, while if you are a CHICK you can embrace her at the end of the tour )
These choices, together with the normal ones, will determine the liking that the girls will have for you, so you can be of Massive DIK because you have chosen to have fun instead of going back to Maya, but at the same time answering in the right world you can still bring Bella to appreciate you.
The drawback of playing extreme on one of the two sides is only that of not having access to some choices, for example I from massive dik I could not refuse the hat with dildo and so when I slept with Jill that thing prevented her from approaching and there was no HOT sequence, but having behaved well with her and Bella, at the end of the episode I'm going to knock on her door.