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Ask Cathie, fashion designer/stylist, your fashion and/or style questions. She will answer your questions of general interest with objective advice.

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What to Wear When You Meet an Online Date???

I'm going to a Chicago Bears game Sept 11 so it’s going to be warm. I have a cute little Bears jersey to wear and was thinking of wearing shorts or jeans. If I wear shorts I don't want to go the normal flip flop route. Can I do the jersey with shorts and a somewhat tall boot since I see girls wearing boots with shorts sometimes? Or will that look bad with a blue/orange Bears jersey and faded blue cut offs? I need shoe/bottoms help please!!! Wanna look cute/sexy/classy.

If you are wearing faded blue cut offs and a blue/orange bears jersey wear gold ballerina flats and a gold bag. If the weather is going to be cooler slim leg jeans and boots will look nice with your blue/orange Bears jersey.

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