Take Two: Seven Comeback Trends We Never Thought We'd Wear Again

Patched-up denim is one of the main '90s and '00s trends I've been seeing on the runways lately. Click through for more fashion fad comebacks and easy ways to update each one.

DKNY Spring/Summer 2014 (Thomas Iannaccone for WWD)

The Trend: Flat sandals with socks

The Old Way: As anyone with a coveted spot on Delias' catalog mailing list 15 years ago knows, the only way to wear your Birkenstocks/Adidas slides/Tevas was with printed and rainbow-colored socks—bonus points if you had the kind with individual toes!!—and a good pair of bootcut jeans.

The Update: It's all about pairing irreverent footwear with something more fancy. You don't want your feet to be too distracting, though, so while you can keep the same '90s-inspired sandals, it's better to stick with solid black, white and grey socks this time around.

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Vivienne Tam Spring/Summer 2014 (George Chinsee for WWD), Creatures of Comfort Spring/Summer 2014 (Getty Images), Band of Outsiders Spring/Summer 2014 (Giovanni Giannoni for WWD)

The Trend: Gaucho pants

The Old Way: Remember the stretchy jersey pants Jessica Simpson lived in around the time she filmed Newlyweds, aka the dorm room uniform of every girl attending college between 2001-2006?

The Update: To pull this off without looking like an extra in The Bling Ring, you've got to go for a pair made from more structured, non-clingy fabric. This helps in two major ways: 1. The style becomes much easier to dress up for situations that don't include hanging out by a pool. 2. It's about a million times more flattering on everyone.

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Tibi Fall/Winter 2014 (Jimi Celeste for WWD), J.Crew Fall/Winter 2014 (Getty Images), Rebecca Taylor Fall/Winter 2014 (John Aquino for WWD)

The Trend: Slightly cropped leggings/tights

The Old Way: Paris Hilton's favorite Pinkberry run outfit, circa 2007: black leggings, denim skirt and Ugg boots.

The Update: Make both your shoes and skirt a little more ladylike—it offsets the casual feel of footless tights. No furry footwear, and no flip-flops!

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Ralph Lauren Fall/Winter 2014 (Getty Images), Louis Vuitton Spring/Summer 2014 (Giovanni Giannoni for WWD), Nanette Lepore Fall/Winter 2014 (Getty Images)

The Trend: Embellished denim

The Old Way: Either patched up, sliding-down-your-hips (à la JNCOs) or aggressively flared bellbottom jeans with embroidered pockets. (Embroidered with what, you ask? With rhinestone butterflies, of course!)

The Update: Nothing too baggy or tight, and with surprising bursts of decoration—never any cutesy motifs or in-your-face logos. (Clever, hidden ones like Alexander Wang used in his Spring/Summer 2014 collection are okay, though!)

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Rebecca Minkoff Spring/Summer 2013 (Thomas Iannaccone for WWD), Marc by Marc Jacobs Fall/Winter 2014 (Giovanni Giannoni for WWD), Louis Vuitton Spring/Summer 2014 (Giovanni Giannoni for WWD)

The Trend: Henley tops

The Old Way: Although henleys are technically never out of style, the tight, waffle-knit, baby animal-printed ones of 2008 are.

The Update: Get inspired by the grunge moment of the '90s and go for clean, super-simple styles with just enough slouch.

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Michael Kors Fall/Winter 2014 (Giovanni Giannoni for WWD), Altuzarra Spring/Summer 2014 (Giovanni Giannoni for WWD), Marc Jacobs Fall/Winter 2014 (Getty Images)

The Trend: Pointy-toe heels worn wide-leg pants

The Old Way: Just how Judy Greer's character in 13 Going On 30 would've styled it for a day at the Sparkle office: with skinny scarves and matching mini vests galore.

The Update: First of all, never, ever, ever pair it with a mini vest or any shirt that falls into that early-aughts "going-out top" category. A less-is-more approach works best for this outfit, so go with a basic pullover or button-up instead.

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Alexander Wang Fall/Winter 2014 (Gamma-Rapho via Getty Images), Nonoo Fall/Winter 2014 (John Aquino for WWD), Oscar de la Renta Fall/Winter 2014 (Getty Images)

The Trend: Lace-front pants

The Old Way: Second-skin bellbottoms all the way, baby. I had a corduroy pair by Paris Blues that were neither from Paris nor blue, but still the best thing ever!

The Update: It's okay to still go with something fitted, but it shouldn't have a hugely-belled hem; slightly cropped or slightly flared is the way to go. Then, to avoid any Coyote Ugly moments, be sure to pair it with something a little looser up top.

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Isabel Marant Spring/Summer 2014 (Dominique Maitre for WWD), Rag & Bone Fall/Winter 2014 (George Chinsee), Isabel Marant Spring/Summer 2013 (Dominique Maitre for WWD)

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Associate Digital Editor

Number one on the list of excuses clothing hoarders give for their overstuffed wardrobes is that even the most uncool, questionable pieces in their collection are poised for a comeback. Trends are incredibly cyclical, so holding on to everything makes take two a little bit easier—less spending, more wearing. It's a fair argument.

My only rebuttal is, perhaps, that jumping onto a fashion bandwagon is harder to do the second time around. Doesn't it seem like a style regression? That's what I've been mulling over for the last few seasons of shows, which have resurrected the seven fashion fads in the slideshow above—all from my middle and high school days. I can't decide which is crazier about seeing my 15-year-old self's ideal closet walk down recent runways: that '90s and '00s style is back "in," or that I might actually try it again. For everyone out there who feels the same way (or even if it's your first go-round—you still want to avoid looking dated), I've suggested easy ways to update each look, so you're guaranteed to pull it off in a modern way. Click through for a fresh take on seven old trends.

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