Are there kwamis who wouldn't mind working with evil or morally grey holder?
First one who comes to mind is Sotaa (Conflict). As the embodiment of Conflict he's happy when there's fighting around him, so as long as a holder was causing Conflict he'd be happy to work with them no matter their goals.
I feel that Plagg (Destruction) and Trixx (Deception) would be fine with some morally gray holders. I headcanon that Plagg sought out pirates for holders before, and that Trixx has had many adventures with holders they liked that weren't necessarily heroes, but at the same time not villains.
Kicc (Avarice) would happily help a holder steal and plunder whatever they could.
Jellos (Contempt) doesn't like humans, but would enjoy the corruption an evil holder would bring, and the manipulation they could have over them.
I think that Karrma (Justice) would happily join a holder that's going down the path of revenge, but could just as easily turn their sense of Justice against that holder if they fall too far.
Apple (Lineage) would stick by the side of a holder they have chosen, no matter what. But Apple also actively is trying to put their holders on the best path for them and would definitely pull them into a redemption arc.
Dess (Apathy) rarely lets emotion play a role in their choices, so it would be very possible for them to align themselves with such a holder if it was achieving results they wanted. Dess does actively work for the betterment of kwamis and humans, however.
