This is a common problem for every person (for me it is a morning by morning problem) and it is only intensified when you add your investment in these images that you will look at and share for generations to come!
Luckily, we live in an age where you only need to type a few words into your favorite search engine and TaDa! more options than I knew existed are presented to me! To help you as you wade through the wealth of information you will receive, keep these tips in mind:
1) You don't have to match. I mean, by all means, match if you want to (so cute for dads and sons!), but it isn't nessecary that everyone wear the same type of pants or color of shirt. It is more important to coordinate. Be sure that everyone is on board with the color scheme and you don't have fall colors mixed with neon. Unless, of course, that is your scheme...hmmm...that could work!
2) Don't be afraid to accessorize! Wear those heirloom pieces so that you can have them documented on film. Be sure to let me know that this is your great-grandmother's ring. We can feature it and you will love it! Wear jewelry, scarves, hats, glasses, that show your personality! The more of your favorite items you include, the more you will love your photos!
3) Think about your setting. Do you love the idea of wearing a beautiful gown in a park or do you prefer something more casual?
4) Be comfortable. We will be walking, sitting, and playing during your shoot. If you are comfortable in your outfit, it will come through in your photos. Often, fit is more important than style.
5) Use textures and patterns! Some of the most beautiful images can be created with a little help from beautiful and different textures. Whether you choose to vary texture within each outfit or between people, it is a great way to create visual interest in your images.
Most importantly, there is no wrong choice. Go with your gut. These will be photos for you and your family to treasure and you need to like what you are wearing. Don't forget your hair and shoes and you will be set.
If you need some more detailed ideas, here are some great resources taken from pinterest: