It can be daunting just finding a photographer (more on that here) but then there's the preparation for your headshot session. What do you wear? What about makeup? Can I wear jewelry? The thing to remember about headshots as the shoot day approaches is to keep it simple silly, or K.I.S.S.
For headshots to be effective in getting you noticed in a positive way, everything in the photo should bring focus to you and not away from you. Big jewelry and bold patterns are not your friends.read more
So, in regards to clothing choices, focus on bringing options that compliment your hair and skin tones. If you have light or pale skin tones think about wearing pastels in the blue, green and yellow range. For darker skin tones you can experiment with bolder colors but be careful that they don't pull focus from you. This is especially true of reds and oranges as they tend to reflect light up into your face and tint your skin. The last thing you want is to look like the blood is rushing to your head.
Clothes that are more fitted and less baggy are best. Since these are headshots, only above the mid chest should be visible so even if you're not crazy about the overall fit, what matters is what the camera sees. You could wear a dress and if the top is cute and fits well people, will think it's a fun top. Always bring more than you think!
Jewelry can be very distracting so keep this to a minimum. Which means no necklaces and only studs for earrings. Again, we are so focused on your face that anything shiny and dangling will pull the viewers attention. If you want to wear some accent pieces, break them out for your portraits where you can get much more creative.
Makeup is where a lot of clients trip up. For women, it's best to go with what you normally do for an interview or audition. You can use a makeup artist but make sure they are experienced with headshots and don't over do it. You want to look like the same person in the room as you do in the room. For men it's a bit easier, don't wear any.
Most importantly, make sure to communicate with your photographer. Don't worry about sounding foolish or even offending them because you need your concerns addressed clearly from the start. This is also a test for whoever you decide to work with because they need to make time for you and listen to your input. The photographer is there to take photos and to build your confidence in front of the camera. Making you look good should be obvious, what matters here is the connection you establish before you step in front of the camera. That will ultimately determine how well your shoot goes.