Time to stir the pot again.

Considering the MC is stuck with the Founding Family business, the biggest wife potentials are Catherine, Elizabeth and Hanna. Alison would always suffer from the "family reject" aspect and is way too full of herself, Sarah is never gonna be comfortable with FF stuff and from the others only Vicky has the social skills and aptitude to be an asset and not a liability, but has a lot to learn and hasn't showed much interest in it.
Like, I love Lucy, but she has served entirely the porn side of the plot. Again, I love Lucy and I'm sure Cosy won't let her hanging, but for now she is one of the most cliche, underdeveloped and (honestly) side-lined characters in the major cast. Again, I expect we shall see more, but currently, she is a porn character in a porn game, while most others (even my least favorite - Misaki) are characters in a story that happens to involve sex. Again, again, I like her, but she needs a bit more love. And she is such a friggin enabler to the MC, that long term that's gonna be a negative.
Kitten? She is a pet in character, disposition and function. Cute pet. But a pet.
Rachel? Incompetent twat, what use would she be besides a punching bag.
Akari? Another enabler, but also crazy enough to do stupid shit.
Misaki? Wet nurse, wet noodle, who cares, she is irrelevant.
Even those who I mentioned!
Catherine - short-sighted, hot-tempered, but at least has brains and the ability to use them, when she can keep calm.
Hannah - needs to grow a fucking spine (preferably in doggy-style).
Elizabeth - lot's of big talk, currently her mouth is writing checks that her ass hasn't cashed.
So, if you ignore the internal harem dynamics and relationships, the girls for all their cuteness are not that great at being wives to a high noble (because regardless what Cosy says or might have said about them, this is what the families are). And the above summary? Well, I bet this is how Gloria sees the gang and why she hasn't really moved much against them for now - a kid way over his head surrounding himself with weak social rejects and only two actual prizes, both of whom come with many, many strings attached. And well, the biker (in the sense that she chose him more to piss her parents off, then any logical reason) that her rebellious daughter is hanging around.
Like, they make a really nice harem (except Rachel, I still don't see how she would fit) - cute, lovable, flawed, but not too flawed, kinky, sweet, etc. As a harem in a bog-standard harem-game, they are perfect. As a harem in the current game.... boy,they need to get some levels in badass quickly.
