Anyone can wear a pencil skirt as long as the fit is right. The skirt shouldn't be too tight, but should skim the hips, butt, and thighs instead. If you're a skinny woman, then a pencil skirt will give the illusion of a curvier figure. A high-waisted pencil skirt will highlight the hourglass figure of a more ample woman. And just like the pencil skirt is flattering on any body type, it's also appropriate for almost any occasion. Keep clicking for where and how to rock a pencil skirt.