But Saint Kellermann did indeed fight Dawe and Chad. He also got mixed up in Prep Mansion burning antics, even if he did or did not try to frame his friend for the event. Having never been a girl myself (I know, in this day and age that makes me an oddity), I can't be sure, but I reckon these are what decent, law abiding, buxom babes would consider "red flags". And what is Jill if not a decent, law abiding, most bodacious, buxom babe (who's slightly bananas).
So when our dear saint chose the leper colony instead of the sweet Jillybean, she didn't completely mind. I mean she understood the sacrifices this canonized character was making, but she also had other issues on her mind. She was hoping to tell him of the dastardly deeds of that dickhead Tybalt. But since our most holy hero couldn't make it, she figured she'd let it slide for a bit.
And so she did. And slide it did.
And she didn't invite him along for a morning jog. He was probably rescuing baby kittens from a burning house at the time anyway (I understand you can carry more than one kitten at a time too, bonus!)
And then things slipped further, it probably wasn't a good idea to invite him along to meet her friends. They were quite wealthy and placed a significant value on money. This may bring down wrath from the pious mc, it would be quite a scene if he started whipping them with righteous anger. Plus he was probably off fasting in the desert somewhere anyway.
And so, the most reverent mc and the virgin lady slowly drifted apart. And then she tore him a new one at the restaurant, and the rest is history. Or herstory if you've been paying attention in gender studies.