Happy holidays everyone! It's good to finally have a break between my work/school/life schedule to see how everyone's doing!

So I have a question. I'm looking to minimize my wardrobe and I absolutely love wearing fluid button-down shirts such as the Express Portofino shirt. I wore them on their own through the summer and the warmer fall months, but I don't like the way they look when layered underneath the jackets/blazers that I own. I know a classic one-button tailored blazer works well, but I'm wondering if there are other alternatives?

I tried the shirt on with a moto jacket and a couple draped jacket styles and I just can't make it work. I also tend to wear these untucked because I mainly wear jeggings/leggings in the winter months because I tuck them inside long winter-appropriate boots and tend to wear tunics during this time as well.

Thanks!