guys no hit second round is not easy, just put some effort.
Buy the pill, save progress and then fight chara. The first thing you wanna do is take the pill since the attacks wont have chara slash so they are easier at the beginning.
Every time you get hit, reset the game, alt f4 or whatever you do to close it, just open it and since you saved th progress with the pill you just gotta try as much as it takes.
By the way, i dont waste time breaking her clothes, what i did was:
1: take the pill
2: flirt
3: grab boobs
4: grab boobs
5: grab ass
6: grab ass
7: i dont remember if it was grab ass again, or it was already unlocked to sex her, if it was, the scene will play and since you took the pill, it will also give you the second round.