Or some kind of item that kept it transformed? I guess Sun Stone would work. :D

It used to, and I was SO annoyed when I learnt that Cherrim only bloomed during sunny day settings but... once it became my favourite, I started liking "emo" Cherrim too and now I adore them both. <3

:[ I do wish there were place in the games where there's strong sunlight, kind of like how there's some rainy places, foggy, etc.

I've always wanted to ask you this, but does Cherrim with no Sunny Day make you annoyed at how cute it COULD be in the sun? xD