People tend to worry too much about what they should be wearing when coming for their session. Being physically and mentally in the best condition for your headshot session is more important than what you wear.
I would advise you to bring as many outfits you enjoy wearing to the shoot so we can have options to choose from. If you don’t love your outfits or you are not comfortable wearing them, then I would not want to photograph you in them so don’t bring them. Bring mostly tops because I crop tight around the head and the bottom part of your body does not get shown. For the ladies who have dresses they like to wear, by all means bring them. For a commercial headshot in general, I always advise neutral colours or the traditional business wear colours such blue, grey, olive and so on. The flash light we use during your session will cast any bright coloured outfit you are wearing back onto your skin thus degrading your skin tone. However if your style is all about bright colours, then bring them and we will work around it.
Avoid garments with wild prints and patterns. Also stay away from over sized or baggy top as they will tend to make you larger that you really are.
Gentlemen, outfits such as business shirts, T-shirts, jumpers and layered look such as T-shirt with open shirt are acceptable if you work in a casual environment. Bring a sport coat or a suit jacket with dress shirts and a variety of ties for the corporate look.
I strongly recommend not using large, colourful jewellery in your headshots because they are major distractions and pull eyes away from your face and expression.
Ladies take time to consider your undergarments for example don't wear a black brassiere under a white shirt. If your session is on location, make sure that you iron your clothes and pack neatly. Wearing a singlet or camisole under your top will help changing outfits comfortably if there is no change room nearby.
Just in case you are not happy about what you currently have in your wardrobe, go treat yourself with a little bit of shopping and have fun doing so before your session.