If you did go with one, would you be willing to use tights and a leather jacket (or any jacket, I just remember your leather one that would go so well) to extend the season?
I really lack your edgy fashion forwardness, but of the two, I feel like the first one would lend itself better to extending into fall with tights and a jacket.
Still, i do still think the second one seems more you, but as a more fashion forward person, I wonder if it has been you for a bit, if it won't be for much longer as the trend become more mainstream and you early adopt the next trend. I hope I am making sense here. I really see you at the forefront of fashion, and as the denim western trend has been around for a bit, I wonder if you will be over it sooner as you adopted it sooner.