Having decided on the mood or theme for your illustration, source a couple of appropriate lifestyle magazines for inspiration and visual reference. Choose some clothing and details that you think will work and find a character with the right sort of pose. You can trace from this figure directly or use It as a guide to construct your own figure taking the opportunity to make the pose more dramatic. Using a ballpoint prevents you becoming too precious and allows you to capture some dynamic line work as you block out the main shadows and apply the chosen designs. Keep detail simple here and make notes to yourself about what you wish to communicate.
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