Wow, what a gorgeous set of outfits. It may be a kind of "uniform" but you wear it extraordinarily well -- you know what suits you and you know what works. You have the best set of accessories ever -- I always admire your footwear, bags, and necklaces/ bracelets. These are so important to summer dressing. I also think you pick patterns very well -- they are feminine and add interest without being overly "pretty" or "nice."
Like Angie, I see the blue dominated outfit as being more feminine looking perhaps -- or at least less hard edged.
I might not call these looks "tough" though. More "feminine with an edge?" "Edgy Femme?" Something like that.
Do you consider yourself to have a pear shape? I'd have called you a rectangle for sure! Interesting.
In any case -- on the subject of dresses/ skirts, I for one would wear far more of them if I lived in your climate. As you know, like you, I adore a good tube skirt and I wear them all summer here and love love love the option to do so, much as you like wearing jeans when you get the chance.
But skirts and dresses are much less practical in my cold climate, esp. since I work from home and tend to curl up on the couch with my laptop. Layering in hose (that my cat can run and that probably isn't warm enough), hiking the garment up to sit, not being able to move well (unless the skirts are knit, which wouldn't be warm enough in the winds when I go out) -- it's just not going to work, though I have tried several times to make a go of it.