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Because feelings will be hurt anyway, I'm usually either funny and direct about it ("girl, you know those pants are too big for you, right?") or I just state that we should go shopping together, and then I help her pick out things that are more flattering to her figure/face etc.). I don't really do the 'sit 'em down and be somber' role because it doesn't fit my personality well--it looks like I'm lecturing to them, which means they'll probably tune me out.
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