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I just got Audrey into my bed, and finished that hard minigame. However, not all outfits are unlocked. Does it mean they are unobtainable and I need to start over? I would like to complete the game with everything unlocked.

BTW, how to discard items? I know there are more items than your inventory can hold.
This question / problem has been solved by WingedKagoutiimage
Outfits are unlocked by going on dates to specific locations with the girls, you can still go on normal dates after getting into bed with a girl.

As far as discarding items goes, drag them to the right side of the inventory screen. That should let you discard them.
I'll try your suggestions. Unfortunately, I already deleted my save, so I'll start from the beginning.