There's something magical about the Schutz 'Enida' sandal. It has this incredible leg-lengthening effect, and the block heel makes me think it's probably comfortable, too. I'd start with the nude color to get the most wear, but the other colors are equally tempting. While $170 isn't that much to spend on a pair of heels, I found a look for less that's about half the price.
Splurge: Schutz 'Enida' Sandal, $170 at Zappos.com
Steal: Steve Madden 'Carrson,' $89.95 at Zappos.com