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You could befriend a kind and understanding non-judgmental sales associate before you actually try on the clothes.

Sales people want to make a sale and that means they need a happy customer. People are more understanding than you might think.

If all else fails, pretend that you are purchasing a "costume".

Also, after you have determined your size, you could shop online for clothing.

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Q: What if I as a man wanted to try on womens clothes at a department store?
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