Wilbur wasn’t a stranger to bad past relationships, he’s had his handful but he was not expecting to start dating you and have to re-teach you and undo everything your ex normalized in your relationship.
It astounds him because what the fuck?
From you being confused that he made you coffee or breakfast, being confused as to why he allowed you to wear “scandalous” clothes (since when was a dress and cardigan scandalous?)
When Wilbur drew the line before was you being confused as to why he was giving you after-care after the two of you made love to one another.
After that, he carefully asked questions and eased you away from familiar toxic patterns into better ones, which in turn made him take better care of himself to get you in a better place.
His chat noticed, people saying they were proud of him for taking care of himself and getting better. It made you happy when Wilbur told you he was getting better because he had a special someone to his chat, and of course they lost their shit and began looking for who you could possibly be.
“They’re crazy, sweetie.” Wilbur told you, hand rubbing your lower back while you laid on his chest, watching him look through twitter.
“Someone has already made you a persona for the SMP, you can be with me in game through fanart.” He teased, kissing your head.