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You can make the dialogue the main character says go through a dumbing down filter. Adding verbal ticks like adding dude or bro at the start or end of sentences, adding "like" in a lot of places, adding "you know what I mean".  Replacing complicated words with simpler ones, perhaps by adding a four- or three-syllable limit working off a dictionary. Perhaps a bit too complex to make a good automatic filter.

That all just demonstrate that the character is dumb. I would like something that makes the reader/player feel dumb somehow...

I wonder if there was a way to get the dumbing down to actually make the player appear dumber without having to rewrite all the texts of the game.

There is a wardrobe inconsistency. There are multiple cards that forces you to take off your clothes or rip them apart, which can happen several times in a game.

An inconsistency: Caleb is afflicted by uncontrollably horny, whatever the name of that was, and got Addicted. The end of the text says "It only takes a few minutes for Caleb’s high to wear off. And aside from him occasionally sneaking some of the cum out of his shorts and into his mouth, he seems back to normal." That shouldn't be possible given the previous story text.

In addition to the hyperspermia there is precum to consider as well. The dick could be slobbering like a happy dog.

I'm not sure supernatural outcomes fits with the framework, but perhaps it could be either a game option, something with low probability, or halloween special mode. I can imagine someone getting the Legolas-treatment (slender, blond, pointy ears) could fit.

Yes, and there are lots of variations to randomly select between. A high quality artistic sleeve, shitty school made tattoos with knife and ballpen ink, overtly sexual designs with dicks and demeaning text, childish yet gay/porny designs like bronie or furry stuff, tough guy shitty tattoos with tribal shoulder tattoo or barb wire around the arm, or the full deal including face and hands.

All changes so far has been just the mind and body, so piercings perhaps is out of scope, but he could certainly get stretched ears with the roughest tattoo (or as another change predicated on it).