dude most of those outfits weren't even bad. the flannel and cuffed straight leg jeans look is a fundamentally sound fall look. the only questionable part is the graphic tee. the second look is the y2k avril lavigne throwback that's literally in style right now, except that the plaid slim trousers should be subbed out for the jeans from the first look or black skinny jeans. the third may not be hot, but it's honestly just an inoffensive "grocery store run" fit a lot of girls throw on so they at least don't look like they literally just rolled out of bed. literally the only truly bad look is the first one, and that could be mostly fixed with a totally different top, ditching the stripes outside the stockings, and completely ditching the beret (since they're better with more serious styles).
if he thinks this is disastrous, what the fuck is the mc's sense of style?