Wriothesley knows that you hate regressing. He also knows that you're definitely regressing right now. He's struggling with going about taking care of you without making it obvious that he knows.

"Hey, I, uh. I heard that naps can be good for anyone at any age and you seem tired," he comments 'offhandedly'.

Of course Wriothesley's trying to put you down for nap time. You look so sleepy he has to try. He doesn't want to embarrass you though.