I spent last weekend with some of my closest friends in the mountains of North Carolina. We’ve been getting together on an annual basis for nine years now, and although we don’t all live within driving distance of one another, we are as close as we’ve ever been.

These ladies all vetted my would-be husband and then stood beside me when I married him. They helped me say goodbye to my dad, heralded the arrivals of each of my children and have otherwise served as fine, funny, encouraging friends ever since I’ve known them.

I couldn’t be more thankful, especially this year, because I’ve found myself in a bit of a morass when it comes to today’s fashions. I am 5’2″, with what could be described as athletic/curvy/stocky legs; I have a penchant for high heels and cashmere, fitted shirts and a clear delineation between my torso and my lower body. The thing that’s going on with leggings, tall boots and long, chunky sweaters? To someone built like me, it feels downright immoral; after spending a lifetime taking exacting measures in fashion to counteract an unadvertised body type, the act of even considering “skinnies,” tunics, Uggs, and blanket coats is just reprehensible.

And yet, I feel an odd pressure to try and (finally) embrace it, maybe because we just bought a mini-van and I don’t really want to look the part, or maybe because I live in such a trendy city, where plenty of people, older than I am, have no qualms with donning a fedora and/or wearing screenprints with skull and crossbones.

I happily pegged my pants and wore a lot of hairspray in the eighties. In the nineties, I’m pretty sure I asked for Jennifer Anniston’s haircut, and I may have worn a vest. But in the 2000s, I settled nicely in to a closet filled with classic sweaters and universally flattering boot-cut pants, none of which were made of leather. I hardly ever came across another person and cringed, thinking how terribly out of style I must look. But then the fashionistas broke out the tall boots and skinny jeans, Lululemon came to power, and people, real people, started wearing it all – and my whole “pearls and cashmere” thing was blown to pieces.

This past weekend, my friends and I discussed several things: school choices for our children, baby naming, dinner ruts, work/life balance and, of course, the current fashion trends. Now, I should be clear that all the girls with me last weekend are a lot more on-trend than I am, but the general consensus was that much of what we see happening out there is, at the very least, difficult to identify with.

After a discussion about the right and wrong ways to wear the styles today, I started feeling a little braver, though. I resolved to update in the most timeless way possible, and on Monday, before the feeling wore off, I rushed to the mall.

After sending my friends a variety of selfies from the dressing room, in which I am making ridiculous faces in the mirror while trying on clothing that makes me look like a potato, we reached an agreement on a few things that were deemed not so far outside my personality that I should not buy them. I have boots now, pants that are skinny enough, but not obscene, and a few tops that, according to people other than me, might be described as flattering.

My husband was out of town when I went shopping, and since he returned, I’ve worn some derivation of this new style – what he has referred to as “strange fashions” – every day. I’ll admit that it’s nice to have a few new things to wear, and that it is good not to feel so stuck in 2008. But I won’t feel I can own this look for some time, if ever.

Fashion has a way of pulling even the most confident women into a delicate state of vulnerability. We hear a lot about the dearth of real body types represented in the media, but very little, really, about how clothing trends are chosen and the aftermath for those of us at the mercy of people who design clothing for ladies who weigh about as much as an average American 12 year old. As a woman, I find this exasperating; as a mother of two girls, I foresee a lot of long talks in dressing rooms, and I hate that they, at some point or another, are going to feel their worth is in the clothing they wear, or how they wear it.

If you see me out and about sporting my new style, know that I am pretending, at least a little, and that underneath that voluminous sweater I’m wearing, I’m holding my breath, waiting for a new trend to spike.