Here's some navel-gazing, with a related K/R:
I just got back from Burning Man (it was so cool to run into JAileen at my grocery store stop on my way!). I've been going to the festival every few years since 2005, and it's always fascinating.
If you search google for photos, you'll see that the fashion is out of this world. But you'll also notice that women's outfits are skewed towards the very sexy side of things. That's not really my style. Since I'm often working on large art installations, my usual look is a cowboy hat, tank top, black denim shorts or short skirt, and tall Frye boots. Less sexy, more practical, maybe with a post-apocalyptic vibe. At night, I either wear a more interesting outfit (silver leggings, silver crop top, a few layers of warm jackets) or a practical flight suit / coverall (mine is flame resistant, warm, and dustproof!). My friends, though, have some fantastic outfits, and every year, I wonder whether I should put in a bit more effort.
That gets me to figure flattery. When I'm there, I wear skin tight leggings with no compunction. When I'm back in the default world, though, my style definitely leans towards relaxed and JFE. Five years ago I wore black skinnies, fitted tops, stompy boots -- the outfits that my local friends wear and consider cool and attractive. Styles shifted overall, and I traded in my super-skinnies for boyfriend or high-waist vintage jeans, my fitted tops for relaxed buttoned shirts, etc. But the people around me are wearing fitted clothes and they look awesome.
As I near 40 I've been thinking about this more. Why am I avoiding the figure-flattering look that my friends value? Have I overdone it on the relaxed fits? My relaxed look feels very me, but I do like my figure...
And that leads us from navel-gazing to a practical decision: this jean jacket. Jean jackets are a staple for me, but I haven't had a great one in years, and I've been searching. Everlane just released this great solid black, rigid denim option. It's boxy but not huge. I think I love it. But I also wonder if I'd be happier in one of the more flattering, figure-hugging options out there, like these two from J Crew and Banana Republic. Am I making myself look too shapeless?
What say you? Is the Everlane jacket The One (for now)? I think it's very true to my usual style. I almost wonder if I should size up for an oversized look?