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How do I make a rough border?

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I want to use Paint to prepare photographs to be put on t-shirts, sweatshirts, and similar items. One thing that I want to do is to create my own frames or borders. Rough edged borders of a variety of looks or styles. How do I do that with Paint? Remember that I will need everything outside that border or edge to be transparent so that I can place the images on garments that may be black, white, or a variety of different colors.

Bill @ The Campfireshop

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