Clothing is very important in a photograph. I recommend wearing layers as much as possible to add intrest and textures. I also recommend clothing with different types of textures, such as chunky sweaters and colorful outfits.
Scarves, Hats, Fun necklaces, boots, crazy tights and other acessories can really make your pictures more interesting. Picking clothing for your session can be stressful. Try picking a few colors and sticking with them. Dark Jeans are almost always a good choice and you could pair them with coordinating colors.
Sometimes, when everyone matches it can seem very cheesy and contrived. So if you can, try to keep each person unique but staying within the same color scheme.
Also, keep in mind that short sleeves draw away attention from the face, as opposed to long sleeved shirts.
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