If your eyes are open to the fashion world, you've no doubt noticed that a long time fashion no-no (socks with heels--even open-toed ones!) has been popping up everywhere. Having always been a lover of breaking fashion rules, I am totally enthusiastic about this trend. However, I think that some heels are better suited for socks than others. In my opinion, the heels that look best with socks, are those that are either really open and strappy, or completely closed toed. The heels that are somewhere in the middle don't look that great to me. For example:
Here the openness of the heels, makes the socks/heels combo work.
Here the closed-ness of the heels, makes the socks/heels combo work.
Here the mostly closed/slightly open looks of the heels is so eye-catching on its own, that adding the socks makes the overall look too busy.
Another thing to remember is color. The first two looks use soft neutral shades to keep the palate simple (since the shape and texture of the look is complex). This works for a soft, romantic look. But in the third look, the contrast between black and white is so jarring that the whole thing looks a little messy.