It goes with everything, it's a big step up in "classy" from my old purses (more structured, more neutral, higher quality materials) and yeah. Short story? I love it.
These are my shoes. I broke my foot in half some years back and I have to wear good supportive shoes. I wear skirts all the time, so the usual "sensible shoes" won't do - and anyway, they're ugly. I got this pair around Christmas ... I need to buy a couple more in different colors, as I'm over-wearing these. (You're not really supposed to wear the same shoes every day). They go very nicely with my purse - and again, the quality shows. They definitely don't look like I got them at the discount store, even though they are mary janes. And I think the cork texture is cool/interesting.
This is my hair cover that I wear most often. It's a comb about the size of one of my hands. It's comfy and holds my hair very well. I alternate with scarves and other combs and whatnot - but this is totally my go-to.
You'll note the warm brown goes with the shoes and the purse. LOL. But seriously - caramel brown is my accessory color. Matching accessories is a good default position to start from. If you want to go from there to fun stuff, you can - but you need to have a solid fall-back position. (Says the woman who had a jade green purse).