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On that note of the character being (temporarily maybe) shemale, is sissy content planned? Not mean/bad sissy stuff, but in general? After all, the protag is stated to be submissive.

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I suppose it depends on what the term means to you.
Chastity content is tentatively planned, and I think I'd say the protagonist already receives a fair bit of teasing.
If you mean the term specifically, I'm not sure. If I were to include the word itself, I think I'd make it optional in some way.

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Sissy content is usually sexualized feminization that includes:

- Normal feminization stuff - hormones, dressing up, etc - but at an accelerated rate.

- Chastity and maybe sextoys.

- Accepting that women having sex is normal, and by becoming a girl/woman the sissy having sex as a girl is normal. Usually stories portray this with a shock factor of someone close to the sissy having sex without them - girlfriend, girl friend, mother, sister, mistress, etc - but this doesn't have to be ntr. And this precludes the sissy having sex as a girl.

- Obtaining an ideally girlish body through extra means, such as yoga and pole dancing, changing one's diet, mastering makeup,  normalizing paying for beauty upkeep like manicures, waxing, etc.

A lot of it is normal trans acceptance type stuff but with an added layer of things usually considered sexual. And the sissy is in a submissive role throughout.

Sexualized feminization currently exists in-game, and chastity and sex toys are both planned.

And "normal trans acceptance stuff but with an added layer of 'sexual'" is DEFINITELY a big theme of my game - although I plan to intentionally leave it up to the player whether the protagonist is specifically labeled as "trans" or not. :)

The "obtaining an ideally girlish body" is done by some sort of reality-warping-magic-sci-fi-shenanigans in my game, rather than the tropes you listed, but I think there's still a comparison to be made there.