Choose practical clothing items. This is an important item to keep in mind for every family member but, especially when you are thinking about what to dress your little ones in. If your kids are not comfortable then you’re going to be in for a long photo shoot. Don’t make it more difficult on yourself or your photographer to get the perfect shot. Make sure that everyone is comfortable with their clothing to ensure all smiles.
I volunteered my time at an event called Help Portrait last year that has photographers, make up artists and organizers giving their time to create portraits for people that otherwise couldn’t afford a professional one. They ended up sending most of the families to me, initially because I had the biggest area to do the group photo and later because the other photographers said I was the best with the kids.  To see some of my photos from that event go to Help Portrait, Edmonton  2012. 
When styling a photo session, I like to start out with a basic color palette and go from there. It can help to have one “rock star” in the photos who carries a pattern in their outfit that the rest of the group’s clothing or accessories pulls from, while keeping everyone else’s outfits more simple. You can do this with a neutral and a few colorful brights, or try a softer palette that has different tonal ranges of the same shades.
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