How to deal with insecurities over looks?

[;-)]

There's an app called Thumbtack that helps you find services. So far all the photographers that replied are male. They want to shoot some at my house, and some at a park.

I also have a wardrobe consultant that wants to go shopping with me. I think I should do the wardrobe first.

Do the wardrobe first. Make sure you get fitted for a nice, comfy, sleeveless white jacket with the straps. It'll look good on you.