She is a shameless blackmailer who fills me with disgust.
But he is a spineless idiot and deserves whatever bad things come his way.
When he sees that his blackmailer's reputation might suffer because of the underwear not being fully put on, his first thought isn't, "This might be a way out of her clutches." Instead, his thinking is, "Oh noes, her perfect image might be sullied. What can I do to help her?" Even if he outwardly protests, it seems he is only too happy to serve her.
I'll feel satisfied whenever I see him suffer in future chapters, because obsequious idiots like him deserve to suffer.