always look for colors that fit into the basic palette of your wardrobe...look for classic design and style that is consistent with your own...look for fabrics that are seasonless...tropical wools and medium weight cottons...for example...seasonal fabrics...like linen or velvet...may be well worth the investment...but they won't necessarily be appropriate year round...
it almost becomes like a game...how many outfits can you prepare out of one piece of garment...try for a casual...then a work appropriate...and then an evening look...the more you do it...the easier it becomes...and then you really start maximizing your purchases...
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