Karen Cheng, from karencheng.com displays 'one item, two ways' perfectly! She took a floral dress, paired it with knee-high boots (these babies are making a comeback! They've been added to my lust list!), a black blazer, and a thick black belt. Definitely something I would wear! If only it were warmer.... In the second outfit, she toned down the niceness of the dress by tucking it into a pair of shorts, with a white blazer and a low-key pair of oxfords. One dress, two completely different outfits. Genius.
In the first outfit, Karen's polished updo makes her dress look sophisticated and dressy, paired with a set of black pumps. In the second outfit, she transformed the dress into an everyday outfit with a long blazer and a scarf. In the third outfit, she "gave the dress a professional office look with a simple black suit jacket and pearls."
You can view Karen's blog here.
I hope this helped if you were having a hard time finding different outfits to wear for certain items!