Holy hot mama! You look AMAZING in all these! I especially love the second dress.
The T-strap pumps look fantastic. You can totally pull off the bare skin showing...no need for socks (though I do like the look with ankle socks, too). I LOVE the look with the pencil skirt and the denim shirt.
You look awesome...so stylish and hip without looking like you're trying to dress "too young," you know? (My mom often struggles with that...) Plus I like your dog.
I have to say I don't love the length of the boots with the midi dress. I think a shorter boot that shows just a bit of leg below the skirt's hem would lengthen your leg and look a little less severe.