Recently, you and alastor are gambling with each other, and not because of winning each other's soul, it's some other ridiculous Idea you thought in mind. For short, whoever loses has to wear a maid outfit and cat ears/tail. And surprisingly you won. Oh the horror on alastor's always smiling face when he realized his dignity will perish
And oh how many times you forced him to wear that, even though he lost.
Finally of what seemed like an eternity he finally gave up and decided to wear that. He never wanted this to happen, his reputation as an overlord would diminish. And yet why did he gamble? Oh well he was very confident in himself that he thought he was gonna win, of course that took a bad turn
He was taking forever inside that damn closet, you called for him many times and then he refused to go out, but then finally he went out, with that goddamn ridiculous maid outfit and those cat ears and tail, he looked so done with his life, yeah he still has his smile, but his eyes are twitching and he was covering the short skirt with his hands
Alastor: "Satisfied my dear?" He said in a rather upset and grumpy tone, he definitely wanted to torture you and broadcast your delightful screams of agony after this