Blazers

Words to associate with blazers:
cool, sexy, statement, menswear, jeans, easy



I mean, you clearly can't go to school in that (if you can, I envy you) but this is the sort of thing you should be going for. When choosing a blazer, let me recommend you pick one (or several, god knows I have) in interesting fabrics with workable colors. Tops that go under the blazer should complement it, not necessarily being a blank slate. Please don't try to put any ruffles under it, as this is overkill and will result in something that goes way close to J.Crew yuppie and Little Lord Fauntleroy.

Dresses with blazers work well: I recommend not overwhelming the clean lines of the blazer with a too-heavy purse. My favorite route is a girly top, low-rise jeans (probably not dark and NO LEGGINGS), some well-chosen earrings, charmingly messy hair, and a well-chosen belt to make the outfit.

But my other favorite way to do this is simple: Dress as girly as possible, find the most masculine blazer (extra points for a cool tuxedo jacket) you can, and just sling it over your shoulders as an afterthought, as if you got cold and borrowed it from your lover. Simple and attractive.