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Add some heat and be patient. Metal needs time to anneal itself once being stretched so do small runs. If you don't allow the metal to anneal, it hardens and becomes brittle and will break which forms a tear and you're basically SOL from there. Heat accelerates the annealing process and makes the paint flexible so you won't need to repaint. Also, don't roll any more than you need, it's not necessary to roll the lip all the way flat against the inside unless your wheel/tire combo requires it. The advice I'm giving you is from my knowledge of auto-body and metallurgy/metal-working, not from fender rolling. I'll be honest, this is definitely something I don't trust myself doing. Just take your time, patience is a virtue.
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