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Here's a few ideas to help with your next location portrait session.

1. Keep lighting simple and be mindful of dark shadows. Use of sound photography lighting techniques will help with this potential problem.
2. Consider having your subject do something with their hands. Most people don't know what to do so it can come across as awkward. Try having them holding something relating to their personality.
3. Try to look for interesting architectural settings to place your subject. Some ideas include staircases, doorways, book shelves or picture windows.
4. When working outdoors, try to direct sunlight off your subject. Placement in the shade will help eliminate bright highlights or dark shadows. Don't forget that you don't need a fancy for a proper background. A single tree or bush can work well if used wisely.