Pick an outfit you like or a look you like and go from there. We are having family photos done in about 2 weeks. My girls are wearing matching (different styles but same print) dresses from Tea, DS is wearing jeans and a navy/white strip pullover from gymboree, DH is wearing jeans and some type of navy, red, or grey sweater with a button down underneath, and I'm wearing skinny jeans, brown boots, and not sure what on top. Look on pinterest for ideas but if the focus is going to be you maybe go to Nordstrom and have the shopper there find you an outfit to start with?
M, mommy to A 2005, E 2007, and L 2010