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If he is a friend, you are better off calling him or meeting him in person. It makes a better impression, and it is easier for him to see your expressions that you really need it. Then, once he agrees to loan you the money you can suggest putting down in writing to guarantee that you will repay him (Promissory note). That way he may feel more inclined to loan it to you and trust your sincerity to repay him.
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