This outfit really reminds me of Erin from Work With What You Got - not because of the way it looks, but in how it came together. The two main pieces (blouse and jeggings) are both off-the-rack items from Target's house brand. Now, when i think of places to shop where i'm likely to find pieces along my aesthetic, Target ain't the first retail establishment that comes to mind. Yet, i felt at ease in this look and it fit nicely inside my style spectrum.
Now, even nine months ago if you'd told me i'd be dressed head-to-toe in mass market off the rack pieces and like how i looked, "skeptical" would've covered my reaction. But here it had come to pass. Pondering how this could be, i boiled it down to two factors. One, i know my own style well enough to be able to pick items which either express my style or will work harmoniously with it (the neutral colors, the feminine-detailed voile blouse) without those items having been presented to me in the context of my own style. In other words, i have enough experience to see an item in, say, the Land's End catalog and recognize that it would really work for me - even though i personally find the Land's End aesthetic deadly boring and unattractive. Two, accessories carry a lot of weight in any look. In this one especially the boots and belt really bring my 'Amelia Earhart' factor into the equation. Seriously, a pair of grey flats with bows on the toes and a little silver rhinestone belt would blend perfectly well with the blouse and jeggings. But that look wouldn't really come across as 'me'. Adding accessories that encapsulate and/or reflect your personal style to any run-of-the-mill look can turn a ho-hum base into an authentic expression of your style.
Erin seems to have a real talent for picking out just the right pieces that she can use to project her style, from even the most mundane of retailers (Target, Walmart, and so on). However, i have noticed that she seems to dig deeper in order to find those special pieces that finesse her looks (a wolf claw or hummingbird skull necklace from an etsy vendor, for example). Seeing as you can wear a good pair of boots for ten years or more, and jewelry lasts decades, it's a prudent strategy. Not to mention you can wear a trademark pendant, say, every day without causing comment - it's a different story with jeans or a sweater.
Building a stock of accessories that you can rely on to bring your own personality to your outfits and being able to spot clothes that will work for you in even the most unlikely of places - both of these strategies help immeasurably in getting through style tight spots.
Grey Sweater: Tweeds
Blouse: Target Merona
Boots: Bass Lamont