Suggestions for the game:
Game play specific:
Perhaps instead of ENF and the X number of pictures the pictures could serve additional purposes.
1) Each one collected increases score / completion percentage for the level
2) Each one collected indicates the approximate location of a piece of clothing - one picture could add the objective: collect your panties from {location] (Example location: Male toilets on 2nd floor).
3) Some clothing could have special effects (without the glasses the PC can only see NPC's within a much shorter range; If the PChas there arms bound behind them - ropes / handcuffs - then getting dressed takes longer or may require help from a 'friendly' NPC as examples).
Mechanical specific:
This might be a bit to complx for the time being but if looking to further refine the game later might work.
1) A skirt is enough to cover the character waist if not crawling or An NPC is below the PC.
2) A shirt without a bra is enough to cover the character chest if it is not made transparent from rain
Cosmetic specific:
Differing face expressions depending on how covered the PC is.
1) Fully nude and/or underwear only: as is now - Blushing & nervous.
2) No underwear but otherwise covered: Blushing but calmer looking.
3) Fully dressed: No blush and smile.