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When to Untuck Your Shirt Flat Bottom Hem First, your shirt style is going to dictate whether or not you tuck in or untuck your shirt

This style faded rapidly from fashion in favor of the houppelande, a full robe with a high collar and wide sleeves that had become fashionable around 1380 and remained so to mid-15th century

To ensure your look remains polished, mix in some tailored items into the ensemble - think blazers or fitted pants

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You could sub out your jacket for a shawl-collared cardigan sweater, wear odd trousers and a waistcoat with the sweater, or go for a spezzato adjacent technique by wearing the waistcoat and trousers of a suit and subbing out the jacket for the sweater