These are great looks on you, Thistle!
I love the sandals. Unqualified keep, in my opinion. They are so flattering to your foot and ankle, they look comfy (are they?), and I agree with your point that they are almost-nude for you. Love your pedicure, too!
I really like the dress on its own. Beautiful fit, fun print, and the colors are very pretty on you. Is that your style of print? I recall the rain-something print of a Nic and Zoe top being spectacular on you; this one seems quite a different feel, almost boho-like. Just asking, to help you determine whether it's in you 9.5-10 category.
I hesitate on the white jacket. It does look like a good fit in the shoulders. But I see a little wrinkling in the chest area and at the waist, as if it's a little too roomy in those places. I do like it over the dress, buttoned.
I like the baseball jacket on you: the lines, the color, the fun of it. Somehow, it's not striking me as a 9 or 10 the way it's styled here, though, and I'm not sure why. I think a flowy top hanging below, rather than a fitted knit top, might work better. Or a flowy top semi-tucked, if you do that. Or pop it over a skirt, a la Angie. How does it look over the dress? I wouldn't give up on it, because it's a really neat piece, and I can see it working for you. It doesn't look too casual, per se, to me, because I can see you dressing it up or down. I see it as more playful than casual.