Frilly socks, lunch boxes and chokers: How our editors would update their back-to-school outfits

Nostalgia has fueled sales for all things ’90s for a few years now, which inspired our Yahoo Style + Beauty editors to reflect on our own favorite back-to-school outfits (though many are pre-Kimmy Gibbler-esque, to be sure).

Some choices — no doubt the doing of an overly autonomous tyke — are relegated to the archives (see: mom’s photo album) in perpetuity. Others inspire their own modern takes, replete with a handful of retro jean jackets and a Gucci backpack or two.

Speaking of backpacks, a young Bianca Stratford, of 10 Things I Hate About You fame, may have put it best: “There’s a difference between like and love. Because I like my Skechers, but I love my Prada backpack.”

If you’re in need of your own back-to-school shopping inspiration, check out what we’d wear today if we could do it all over again.

Throwback-to-school shopping

I wore a mix of offensive neon jean shorts and graphic T-shirts as a ’90s kid. Luckily, I outgrew the neon and kept the good bits: a love for denim and cheeky tees. —Alexandra Mondalek, Yahoo Style fashion features writer

Le Crop mini boot distressed mid-rise flared jeans, $245
Smythe pinstripe blazer, $695
Chloe Multi-Strap patent leather pumps, $880
Loewe printed white T-shirt, $325

See by Chloe backpack, $425

Throwback-to-school shopping

This beloved first-day-of-preschool outfit was entirely made by my mom! I love the mixing-and-matching of purple and red, and absolutely coveted that Snoopy lunchbox. I would just update the look to suit modern lines and to be more age-appropriate. —Beth Greenfield, Yahoo Style + Beauty senior editor

APC denim skirt, $190
Helmut Lang cap sleeve top, $99.98
Melissa Strips chunky red gel heels, $80
Matt & Nat handbag, $108.50

Throwback-to-school shopping

I actually love my look here, and would wear some iteration of it today. Unfortunately, I was likely wearing my favorite pair of white capris with athletic socks peeking out of my camel Merrell’s, but at least my accessory game is on point. My DIY seed bead choker and tiny braid are the epitome of my late ’90s style. I just wish I still had that huge gap between my two front teeth. —Devon Kelley, Yahoo Beauty editor
Staud Berto Top, Berry Blue, $80
Rachel Comey Ticklers Frayed Cropped Jeans, $370
Maryam Nassir Zadeh Palma Low, Pink Metallic, $420
Susan Alexandra Tiny Joys Necklace, $138
Gucci GG Supreme Backpack, $1,750

Throwback-to-school shopping

I pretty much like my back to school throwback here, but I might update it so it’s a little edgier. —Jacqueline Laurean Yates, Yahoo Beauty editor
Elena Vegan Leather Moto Jacket, $90
Chic Punky Metal Rivets Ankle Boots, $40
Chloe Marcie small cross body, $890

Throwback-to-school shopping

I had the Dorothy Hamill ’do, at least according to my mom. I think it was really because I had an aversion to hairbrushes. Because people often mistook me for a little boy, my mom dressed me very feminine. And I really wanted my ears pierced, so she let me. —Allison Trimbell, Yahoo Style + Beauty video producer
L’Autre Chose silk blouse, $239
Zara check mini-skirt, $35.90
Celestial drop earrings, gold $36
Gianvito Rossi suede Mary Jane pumps, $448

Throwback-to-school shopping

Nothing says fall like a classic, cozy staple. Mine was most likely L.L. Bean in this photo, and I wouldn’t trade that in for a different version. I also like my Sketchers — but I love my Chloe backpack. —Casey Hollister, Yahoo Style photo editor
L.L BEAN, Cable knit sweater, $39.99-$44.95

Helmut Lang, Checked wool mini skirt, $425
Chloe, Faye small leather and suede backpack

Gucci, Queercore embellished leather brogues, $1,450

Throwback-to-school shopping

I actually don’t mind my outfit too much other than the obvious clashing of colors and prints. For a redo, I would still wear a floral printed dress, but trade out the plaid jacket for an on-trend denim one. As for my footwear, I’d swap out my slingback flats for a chic pair of mules. —Julie Tong, Yahoo Style fashion market editor
Topshop, Floral Print Button Front Skater Dress, $100
Balenciaga Denim Jacket, $995
Mercedes Castillo Farrah, $595

Throwback-to-school shopping

I was ready to drive myself to school like the independent woman I have always been! Only now I’d probably wear a mini dress like this one, an oversized jean jacket, mules, and a cool backpack. —Cindy Arboleda, Yahoo Style + Beauty Intern
Lord Jermal Backpack, $80
Levi’s x Rolling Stone Ex-Boyfriend Trucker Jacket, $298
Kimchi Blue Lilyanna Linen Button-Down Dress, $59

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