I was contemplating this last week. I wonder if I (we) sometimes get so caught up in the versatility of pieces and having them all work together in one cohesive style, that we lose sight of specific outfits for specific occasions.
I find I have mostly casual that can be dressed up a bit, but not a lot of truly active casual on the one hand and not a lot of specifically dressy clothes on the other. And speaking in specific terms, I realized a few summers back when heading to a pub here in FL to see a band that I didn't have an appropriate to the scenario outfit to wear. Ditto going to see Parliament Funkadelic earlier this year.
So for me, I am realizing I want one or two total rock n roll looks from Ticketmaster type concerts to little local unknown bands, and a couple classy date night dinner looks on par with the BF's Canali Suits.
I also need to flush out the 'rugged casual' or active casual part of my style. The kind of stuff I can scramble over rocks in, hiking, and still look fine in a casino for lunch a half hour later.
Just thinking out loud a bit, I guess. Looks like I know where to focus my shopping dollars for the rest of this year