If any of my wonderful families are reading this PLEASE know I am by no means judging! I have done the exact same thing with my own daughters and had the same results. Two kiddos who were not in the mood for a photo shoot and not very thrilled with their mommy.
The secret to planning the perfect photo shoot outfit is layers. Add a pair of leggings under that cute dress. If the dress has short sleeves be sure to use a coordinating long sleeve shirt underneath and / or a warm sweater or dressy jacket. Another adorably fun idea are capes! Think warm fur lined hoods and a truly glamorous look. So cute! Knitted or crocheted hats and gloves and scarves come in so many different varieties and styles. You can easily find a set to perfectly coordinate with your or your little one's outfit.
For footwear, consider warm boots instead of shoes perhaps even with warm woolly socks underneath. Warm toes equal a happy child. When coordinating your layers, be sure that the layers underneath look cute as well in the event that the weather is warmer than predicted.
I have spent the morning compiling some really fun warm winter inspiration on one of my Pinterest boards. Please take a look. I hope you will be as inspired as I was well going through these adorable clothing options, and don't forget to have fun with it!!!