Shoes - I am wearing Timberland boots in a size 11. These fit true to size and are incredibly comfortable. You can pair them wit jeans, skirts or a trench coat.
Jacket - This is a Rachel Roy Curvy Jacket. I have on a size 16, and while they are a tiny bit snug, I will say the rest of the jacket feels just fine. I say stick to your usual size, unless you plan on layering sweaters under it.
Skirt - this is a Rachel Roy skirt. I am wearing a 1x which is a little big on me. The waist band is elastic so there is lots of room to stretch. If you can, please go a size lower.
Body Positive fashion and lifestyle blogger.