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Ooh yes keep a few skinny clothes that are timeless.... But when I went on ww I lost 35 pounds and my skinny clothes ended uo being too big anyway. But my girlfriend who is smaller than me wad also losing weight and when she got skinnier than her skinny clothes.... She gave them to me!!! Now to stay this weight!!!
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Just keep one size bigger. Up ten pounds only. Get rid of the rest. When you need the bigger clothes then you know it is time to get back to work