Dress: medium You can never go wrong with some classic plaid dresses in your closet! Would be cute for fall photos at the pumpkin patch

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Bella Dahl Button Down Midi Dress in Canyon Pucker Plaid from Revolve.com | Revolve Clothing (Global)
HEARTLOOM Brynn Mini Dress in Tar from Revolve.com | Revolve Clothing (Global)
Womens Pointed Toe Ankle Booties Elastic Chunky Block High Heel Comfortable Chelsea Boots Shoes | Amazon (US)
Jeffrey Campbell Checkmate Boots | Anthropologie (US)
Time and Tru Women’s and Women’s Plus Plaid Button Front Dress with Belt, Sizes XS-4X | Walmart (US)
Azalea Pointed Toe Bootie | Nordstrom