First, let’s discuss some general information about shooting photographs outside. You need to account for the light. Generally, the best time to take photos outside is either during the early morning or late in the afternoon. Middle of the day or direct sunlight pictures tend to be too bright, causing your photo to look overexposed.
If you are planning on taking pictures during the middle of the day, then you need to account for the light. You should try using your flash on a few pictures to see if that takes away the sharp shadows on the person’s features. If not, set up some photography lights around your subject. Position them both above and below to counteract the sunlight.
Or, wait for some clouds to move in. This will give you some diffused, natural light.
Always scout out your location beforehand to figure out where you can take the best shots. Water, hillsides, fields and trees are obvious choices, but you can also consider buildings, streets and cityscapes. Figure out what you want before you bring out your subjects. Your background is going to be just as important as the subject itself.