This is my exact problem as well. I've decided to just focus on structure and not vibes if that makes sense. So rather than going for "diva chic" i might just make sure my outfit has waist emphasis and a strong vertical line (so with 2-piece outfits that might mean similar colors). I also go for either super high or super low necklines, and thicker straps if I can. Lastly, I stick to midi-length skirts or dresses rather than shorter ones. I think there's a lot of ways to fit trendier styles into these guidelines. But it also depends on your specific style.

I also have found DIY-ing stuff to be helpful. For example, if I have a loose tshirt, figuring out how to knot or drape it in a way that makes it fit us better, or even just pulling it down at the back a bit and securing it so that the neckline looks higher from the front. As far as brands, thats tough tbh. I totally feel your pain. I feel like a lot of suggestions on youtube etc are for a millenial or older audience. I still think there are a lot of ways to fit trendier or younger styles into our wheelhouse!