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Clean hair is important to prevent strands from sticking together. Start with bangs, clipping hair back and away from the front section. Take small sections - 12-20 hairs at a time - and hold between your fingers, clipping hair away below fingers. Always cut less than you'd like the first time - it's a whole lot easier to fix mistakes when you have more hair to work with. Work in sections, pinning up other sections of hair as you go. You can do a blunt cut all the way around your first time, getting that buddy of yours to check your work in the back. As you get more experience, you can try techniques such as layering. Who knows? Maybe in time you won't even need a stylist!
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