A Statement Necklace: A little shine keeps this look from becoming too casual and gives the appearance of, "I did this on purpose" rather than "I just came from the farm."
Ankle Boots: You'll need some added height to help make a loose button-up shirt and boyfriend jeans look feminine and ankle boots--rather than delicate pumps or stilettos--are the perfect chunkiness to match.
A Contrasting Blazer: A bright white blazer dresses up the look, especially when the top and bottom are the same rinse.
Madewell Tailored Blazer ($138)
A Neutral Belt: The country western vibe feels deliberate--and looks cute--when you add dark brown or tan accessories.