Trends, as we all know, are cyclical. At some point, your sartorial past is going to come back to haunt you, and for me and Lindsey, that point is now, apparently. So many of the things we wore and loved (and didn’t wear and hated) are cropping up in stores, some thoughtfully updated with a twist – ribbed crop tops are way cuter when they’re made of plain old cotton instead of whatever that disgusting 90s synthetic fabric was, for instance – and some looking as if they materialized unscathed from a rip in the time-space continuum (I’m talking to you, mini backpack purses. I REFUSE). But what’s it like wearing the stuff you wore in your teens in your thirties? Personally, I love trends, and I refuse to act like I’m too good for them. So this begs the question: can an old dog squeeze into her old tricks? We’re here to find out, and we’re starting with jeans.