Itto unaware that he actually likes to follow directions after hearing so much praise. When you made him wear a maid outfit for the first time and forced his head between your thighs, every time after that, simple masturbation and being a brat hasn't been the same.
When he tries to say no, or fidget about to deny you, it feels a lot harder to use his full strength. The echoing "good boy" in his ears makes him weak.
Or maybe it was trained into him, so when Kujou Sara asks you to round up your boyfriend, he obediently follows your orders, not realizing how he just acted in front of his own clan, or the point of their surprised faves when he's kneeling in front of you purring at your affection and rewards.
Either way, ge can't go back to trying to get his way, because your way feels soooo much better.