This task suggestion has the great merit of "exposing" Sophia to the class without... exposing her directly, i.e. no direct show of breasts or other directly. That would be indeed very difficult to make it believable, especially as early as the 4th task.
Instead, through the lens of art, Sophia can experience the "thrill" of being exposed in public for the first time not to strangers but to people she knows very well. So far it happened with Larry, a person she met for the first time, in the sauna with other people + Vicky and boyfriend (him also a "stranger") and with the art boys (unknown + she was "incognito").
That would ease her in accepting this kind of situation for future events, whether it is with the class again (but we don't know) or in other circumstances.
As for the "pact", I don't know if I exactly got what you meant, but it seems to me that it would be crucial that the pact is formulated in terms of "complicity", to completely avoid another source of blackmailing from the other students. Very simply put, not saying "please, let this stay with us otherwise I could get fired" or "there will be more if you stay silent". I don't know how to exactly put it either, but something on the line of persuading them that this is a high expression of art and rationalizing nudity as a form of it. I'm not a writer, so sorry if I cannot expressing better than that.
The only minor issue is, again (and sorry if I sound like a broken record), the different endings of the 3rd task.
If that does not have any impact, then the painting would be Sophia as Helena because it is the only one that is common to the three outcomes. And for which we don't have an image of the painting in the game (Sophia sees the paintings but we don't), we only have this
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Otherwise the painting will be different according to the endings of the 3rd task, and there are multiple choices, with Aphrodite alone with exposed or covered breast,
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(we do not see the covered version)
Aphrodite and Ares with our without touch
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(again no pictures available of the other version)
There are also the two "fertile imagination" versions but that's maybe too much
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That would mean that the 4th task also will be split in 3 slightly different events according to which one is shown and the reactions will be slightly different.
Personally, I always favour simplicity, so I hope that it will be kept simple, e.g. if the Helena one is not enough hot as painting maybe one of the "imaginative" pupils has secretly painting a more intriguing version that has not been shown.
Or, again against my personal taste, what if Aiden's path is actually meant to split in 3 different paths in which Sophia is (i) in control, (ii) in control but increasingly enjoying the tasks, (iii) increasingly feeling humiliated and getting angry with Aiden (leading to a possible "angry fuck" as proposed by
GingerSweetGirl )?
Too much, right? Please reassure me guys