Overweight people-tight or loose?

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I am about 20 pounds overweight. During my evaluation, (the last 2 years) I have been told that my clothing isn't as good as it should be. I like to wear loose clothing for 2 reasons: 1. I am more comfortable in it and 2. to hide my hips and thighs. What gets me is that the person that is telling me these things, wears slacks and un-tucked shirts like I do! I, at least sometimes, wear a skirt or suit! But it is hard to do when it is 110 degress out and I have to walk between three buildings off and on during the day! Please tell what your opinion is! I would love to hear your thoughts!!