We've all gone shopping with friends and had them try to coax us into a piece we know just won't work or flipped through a magazine highlighting some sort of new trend that TBH, should just be left for them model-types, right? Of course. But is there a possibility that we shouldn't be so quick to shoot down a style or a piece just because it's unventured territory? Sure, we'd all like to think that we more or less know our bodies and what looks good on us, but nothing's set in stone. After all, what happened to never judging a book by its cover? Long story short, you should never say never. ESPECIALLY, when it comes to fashion. Chances are that you'll be pleasantly surprised and if not, the "I told you so" in your head can do a little dance. The point here is confidence, people! Below are some styles where we'll be honest, caused for some skepticism at one point or another but we forged ahead and learned to rock them anyways! Check it.