Jamie is straight up not having a good time in this playthrough and it's kind weird there's no point that she's like "Man, you really don't want to sleep around, do you?"
Jamie is actually the MC with a huge NTR fetish. The black square is a metaphor for the tragic reality she is in a coma from a drunk-driver hitting her car on December 23rd, 2018 and the entire story is fantasy: as many have noted, no such man can exist and no such social structure could ever happen. It is all Jamie's fantasy. Jamie is actually a 引きこもり who has never spoken to any of her class. You, the player, take on the role of fulfilling this impossible task of making her dreams come true without knowing that: it can never be realized; it can never be fulfilled. Thirty women? A hundred? A thousand? The game will end as
you, the player, give into ennui and exhaustion from time dilation satisfying sixty women a day and attempting to keep hold of Jamie's love fantasy where every single one has a special reason to love the non-existant boyfriend as she slips ever deeper into her coma in her hospital bed.
It will never be enough.
The game ends as Jamie slowly slips away, as Adagio in D Minor plays. Yes, the only music in the game to exist. You, the player, realise what you have just played, and reach enlightenment: there were no sounds, because she could not hear the Choir in Heaven. The duck-faces were not duck-faces, they were Jamie's warped Mind as her consciousness slipped away and she entered the Light.
All Lesbians Go To Heaven and see loving and happy smiles in all those they meet.
You have experienced the greatest Lesbian NTR game ever to exist, unknowingly. Because you're a misogynist who never understood the metaphor: you
are that Angel sent to carry Jamie home. And so, sexless and androgenous: God plays Dice and has a sense of humor. There was never a penis: it was the bridge to Heaven that your Mind made into flesh as Jamie's light faded.
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Sorry, that should have been in spoiler tags.
If you do not get the joke yet: