I think the more important thing to note about Kitchen Job isn't that it was harder, but that it was more tedious(aka boring), and more punishing. You have to get better and better scores multiple times in a row to make progress in your upgrades, and each run takes a lot of time, with a lot more time spent waiting for actions to complete than actually making decisions and playing the game. if each task had a minigame attached that sped up the time, that'd make things a lot better in that regard, since you wouldn't just be sitting around anymore. Unlike Cheer Must Go On, where there's very few breaks in the action, and you get as many tries as you want at each level if you fail, with completing a level unlocking a more exposed cheer outfit permanently.
Seeing as you're controlling Ariel, I agree that it'd be best to not have your goal to be to humiliate her, and to have her humiliation be punishing you in terms of gameplay experience. Gameplay-wise, it'd be satisfying to see yourself transition from a dirty kitchen with stacks of dirty plates to a clean one with lots of plates cleaned, but that doesn't mesh with what you're going for: making the player humiliate Ariel.
There's two ways to go with this: Either reorient what you think the player's (horny) goal should be so it aligns with the player's gameplay goal. So, your goal would be to clean as many dishes as possible to get points and increase your skills slowly over time, and getting new, skimpier outfits helps with that, since it attracts Daniel to come into the kitchen with dishes more often (and you wouldn't want to have the potential downside of making you lose points from excess dirty dishes).
Or, and this probably falls under the category of "being an entirely new game", but you could make the player not be controlling Ariel, and instead, you'd be working against Ariel throughout her normal shift to humiliate her and make sure she can't do her job. You'd be controlling "the world", and you could make various inconvenient things happen, like causing Daniel to come in at inconvenient moments, making the sink spigot burst, the mop bucket tip over, or cupboards to close and snag/tear her clothes, that sort of thing. And you'd have to time them at the right moments to actually "catch" her (like, the spigot breaking while she's at the sink, soaking her shirt and stopping her dish progress). That'd really go hard into the ENF angle, and could definitely be fun, if you feel up to making a game like that.