yeah well, i know that, i mean i can't get all girl in 1 time playing, it always disappear in some way, and the example above is just one of the cases i meet, i played many times and always like this (i use cheat in game so my status enough, moreover i use love & sex wiki to make quest and collect h-scenes, so i don't know)
It's impossible to get all girls in one playthrough if you're going for all harems as well due to Kylie.
Just to get all girls in one playthrough just to say you unlocked and keeping all the girls in game is possible by keeping the following things in mind:
1. If you want to get either of Kylie's endings, keep her yandere level at 24 or below and save in another slot.
2. Don't agree to hot coffee's with girls other then once with Bree if you are willing to set her stats to the harem levels and only have Palla as girlfriend until you've gotten Emma past her 60 lp events.
3. Unlock Audrey as soon as you've established the attributes and unlock Morgan immediately so that you can safely start the band girl events without Kleio locking Morgan out in her first event.
4. Don't start the Office party until you are sure enough time to finish Emma events mentioned above.
5. Make sure to save up enough for the sports car since Alexis requires it for her events. This will also allow progress for Lexi, though a normal car work for her as well.
6. Choose the Gamer path for Bree since that is the only way to unlock the girl exclusive to that harem.
7. During Samantha's wedding, go to the bathroom to unlock the alternate revenge path. Of course, this means catching Ryan cheating and not telling Samantha before said event. After viewing this, tell Samantha to go dance with Ryan so you can officially unlock Natalie, even though she isn't in game yet beyond 1 event on this path I mentioned in the beginning.
Do all this and you shouldn't have any more issues.