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What is a good way to sell your clothes to your friends?

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I have a lot of clothes that I don't want anymore. My mom was going to give them to charity ( as always ) but my friends always beg for my clothes because I live in a not-so-rich town and I have a lot of nice clothing. I wanted to sell them for really cheap prices ( like $5 a shirt or something ) just so I can get around $150 to get some new stuff. ALSO.. my mom was going to buy me something new for every 2 clothing items I sell/give away. soo ANY IDEAS ON HOW I CAN SELL THESE TO MY FRIENDS.. would be great(:

- hanna <3