The conundrum I'm talking about in the title though has to do with the little behind the scenes things that make an outfit look right. I prefer to wear spanx-like undergarments with skirts & dresses but my penchant for the high-waisted variety was annoying with this shirt. It's loose enough to come untucked from the skirt but I couldn't tuck it into anything else (like my underwear) to keep it stable. I'm sure if anyone could have seen the elaborate (and very unladylike) ways I had to keep readjusting between photos they would have had a big laugh.
Top: H&M ~ Skirt: J.Crew Factory ~ Necklace: Lou Lou Boutiques ~ Shoes: Me Too (via Marshall's)
P.S. - these sandals are incredibly similar to the Sam Edleman Trina (they have the gold block heel and everything) but sadly they are NOT the comfy walking sandal I wanted them to be. Blisters man, so many blisters. I hope it gets better with time!