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After losing weight, there is nothing more gratifying than shopping for new clothes. Most people just look for smaller sizes in the regular clothes they have always worn, without trying any new styles. Adding a leather jacket to your wardrobe is a new style of clothing anyone should try who has lost weight. When looking for a leather jacket, it is ideal to select one that fits comfortably, and is not too big in the shoulders. A leather jacket that is too big on someone, who has lost weight, will not look flattering.