Very interesting question, Shannon, that I contemplate frequently. And I think that the answer is a tentative "yes". First, my size limits what I can find to purchase. For example, as a petite who nearly always has to wear petite sizes, I feel quite limited by the number of brands I can wear and within those, the number of styles that are available. This is especially true for jackets. For example, I recently bought a felted wool moto jacket from Ann Taylor. It's black, not my ideal color, but I really wanted to try out that style, and I have had the darndest time finding petite moto jackets. So I gave it a whilrl, and I love the way it gives me a different vibe than the bzillion blazers I have in my closet. I'm so glad that I gave it a try, even though the color wouldn't be my first choice.
Second, I'm drawn to looks that I know wouldn't work for me but that I would probably wear if I could. For example, I love Cocolion's casual uniforms, but drapey tees with skinny jeans simply don't translate from her tall, lean frame to my shorter, busty, non-lean one. I've gradually realized that there are certain looks that simply won't work for me, and I need to dress the body that I have. But it's a hard lesson that I'm constantly relearning. Just tonight I returned a dress to Anthro, one of Angie's picks, that was a complete disaster on my short, busty frame with my muscular quads.