How to Wear Wingtip Heels

Wingtip heels

I saw a woman wearing cream wing-tip heels recently, and it made me curious. I, too, have a pair of cream wingtip heels (see below for similar shoes). I just don't get around to wearing these shoes. I simply don't know how to pair them with any of my clothes. If the shoes weren't so gorgeous, I would have disposed them by now. 

I searched the internet, and I found two general trends for how to wear these high-heel wing-tips: There is the (1) schoolmarmish look, and (2) the eclectic look.

The easiest way to achieve the "school marmish" look is to pair wingtip heels with black tights and a black skirt (see below). To prevent this look from looking too severe, however, soften the monochromatic black bottom with a delicate top such as a cream cardigan (see below).

Examples of the "Schoolmarmish" look - pairing wingtip heels with black tights and a black skirt 

If you don't want to look too old-fashioned, which is easy to do with the schoolmarmish look above, a more casual look can be achieved by pairing wing-tip heels in a way that is unexpected. This "eclectic" look can actually be a really hard look to pull off. Exchange the obvious shoe choice with the wing tip heel, and the outfit can look quirky and a bit more interesting. Carried too far, however, you can look like your entire outfit came from the dumpster bin outside of the Salvation Army.

Carried too far, wing tip heels can make your outfit look clownish, or cheap

Instead of wearing a nude skirt with nude  pumps or wedges pair it unexpectedly with wing tip heels

Sex and the City 2: Rather than pairing this breezy summer dress with the requisite strappy sandals, Carrie Bradshaw makes a more eclectic match with wing tip heels