Re: Milk Love.
Making decisions matter is preferable to just rolling a die, see what pops up, then repeat for the rest of the story because you're damn invincible.
Frankly the only reason I wasn't just gunning for Lila to lose HP whenever she could was because I wasn't sure how the CYOA was being structured into chapters, with a healing item at the end of each one.
Did you plan this out before you started it? It didn't seem like you were just making shit up as you were going along. If you didn't, maybe you should, and just count best and worst choices - i.e. which set of choices will make us lose the minimum possible HP and which set will make us lose the maximum amount of HP, then adjust damage values so 9999 is somewhere right in the middle.
Also, disclaimer, I was planning on doing something with living clothes in my own CYOA before today. =P