(Sorry for the late reviews, haven’t been to the site for a minute)
OMG, this is gonna be great! First of all, I love the pun when she says that she supports him to live in his “flat.” ;)
Second, I’ve said it before, and I’ll say it again:
I don’t know what it is about this particular scenario, because when reading I never picture my mother. (She’s actually the furthest thing from my mind, lol) However, there’s something about the maternal “theme” that I find appealing, if that makes any sense.
Now that that’s out of the way...
I LOVE THIS CHAPTER!!!
I love it when the protagonist is still normal sized, but doomed to shrink to a tiny and utterly helpless size, and the female caretaker in question taunts him about what she’ll do with him once he’s tiny(in this case, her list of punishments they’ll go through). Once he’s utterly unable to do anything about it. To me, as a macrophile, it’s my equivalent of “dirty talk,” and Karen certainly delivers! ;)
I love how she is amused, if not delighted, by his pure humiliation at her forcing him to shrink and be under her feet and toes. I love how she coerces him by threatening to leave him broke if he doesn’t do it. (I almost sense a possible future where she realizes she doesn’t have to go to all the financial trouble to take care of him, and he ends up staying under her feet forever!)
I love the part where she says “And to be honest, I think you’d be a little more grateful for all I’ve done for you.” As if her taking care of and supporting him should warrant him wanting to repay her by becoming an inch tall and temporarily living in her shoes, being a toy between her squirming toes.
I love immediately after when she shows him her foot and says “This is one of the feet that you will be under. Is it really so scary? I take care of them and, to be honest, I think they will be softer than you expect. Even the sole.” And then “See, it’s just a foot. And you will be perfectly safe tucked under there.” I love how she’s says these things as if he’s being totally ridiculous and should almost look forward to it and be grateful! (This scene reminded me of an almost identical one in Chapter 2 of DanceDance1982’s “Origins of a Foot Fetish” which I think you’d love if you haven’t read it).
Finally, I love how she taunts him when he looks at her feet, asking if he’s imagining being under them, and then how she teases and asks if he’d like to get a head-start and be under them right then!

Sorry that was so long, but you’re writing’s fantastic! Keep it up!