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I’ve always been something of a “practical” shopper. Even in high school, when I was choosing between a selection of veritably chic prom dresses, I wanted to pick something that would endure—something I could look back on in five, maybe even 10 years, and still adore. I guess my high school self fancied future me special enough to get invited to galas, balls and other gown-worthy affairs. Much to her dismay, I’m not. To her delight, however, I do still love my high school prom dress.
My goal then—as is my goal now—was to splurge on investment pieces when the time called for it. Prom dresses are rarely cheap, and I wanted to use my money wisely. Shopping for chic prom dresses was an opportunity to drop cash on a statement-making gown, but it was also a chance to add another asset to my closet; show-stoppers are great, but show-stoppers you can rewear time and time again are even more enticing. Not to mention, I was determined to choose a prom dress that demonstrated how ~fashion-forward~ I was. I wouldn’t be the middle-aged woman looking back on her high school prom photos and laughing at her ridiculous, fad-based choice; I would be the middle-aged woman reminiscing on her high school prom photos with a proud AF look on her face, thinking to myself, “Yup, even then, I was straight killin’ it.”
With younger me in mind, I set out to find an array of chic prom dresses that are fit for high schoolers and adults, alike. I swear: Every single dress included in this roundup is something I, a 24-year-old Fashion Editor living in New York City, would wear if I scored an invite to a worthy event. And all of them are just as fit for high school prom. This isn’t to say you shouldn’t cast rationality aside and wear the prom dress of your dreams—even if it’s not a practical addition to your closet. You do you. But if doing you involves planning ahead and opting for a timelessly fashion-forward prom dress (admittedly, a pretty strange brand of nerdiness), scroll on.

This column maxi is endlessly chic, and the color make it an absolute showstopper. Get creative with statement jewelry and accessories for a next-level look.
Know this: You’ll never regret owning a hot AF leather mini.

Because there’s nothing wrong with looking extra, and this is a mini you’ll rewear at college parties and clubs for years to come.

This is literally sitting on my wishlist, waiting to be purchased—and it’s on sale.

A no-fail silhouette in a no-fail color. You’ll thank yourself for this one later.

OK, I’m not sure when you’ll have the chance to wear this absolutely magnificent gown again. But if you ever get invited to a formal affair, you’ll jump at the chance to whip this out and stun everyone in sight.

Because closets are more fun when they have fringe dresses in them.

A very 1920s cute met a very 2019 color—then, the two fell in love and created this dress you’ll be happy to own for decades to come.

Kimono dresses are just worth having on hand.

Uh yes, jumpsuits are on the menu for this one—especially jumpsuits that look this good.

A statement-making maxi that’ll take you to prom, to fancy beachside dinners, to date nights and maybe even to rehearsal dinners, too.

Slip dresses are huge in 2019, and there’s no limit to who should or shouldn’t wear them.

But this now, and wear it everywhere.

A party dress fit for a wedding—that’s a win.

Another option that’s literally sitting on my wishlist. (I’d buy it—if only I had somewhere to wear it.)

Affordable, flattering and chic as hell—what’s not to love?

Because if you’re bold enough to appreciate this statement-maker for what it is now, you’ll definitely be bold enough to appreciate it for years to come.

A maxi take on the kimono gown, because seriously, some version of it is worth owning.

Dress this LBD up or down as you see fit, and it’ll carry you everywhere.

OK, you might not get a chance to re-wear this one until you’re literally engaged, but wearing a floor-length cape to prom is definitely worth it.

A longline fringe option, in case your prom is short dress-averse.

Another classic column dress rendered in a more subtle shade. Plays seriously well with statement earrings.

This stunning sheath doubles as a holiday party dress, triples as a winter wedding guest dress and quadruples as a go-to cocktail dress for any party on your radar.

This one skews a little trendier than the rest, but you’ll get so much wear out of it in the coming years that it kind of doesn’t matter.

Boomerang-approved.

Another sleek AF slip dress for your perusal.

Jumpsuits are far from a passing fad, and you could wear this stunning emerald green beauty anywhere.

A jumpsuit that’ll look like a dress in photos—if you’re worried about that.

Because sparkle is not only allowed—it’s encouraged.

Someone at my school definitely wore the short hemline version of this to our winter formal.

Wear it to prom, and then pair it with tights to wear literally anywhere else during the calendar’s coldest months.

You could probably get away with wearing this to your friend’s wedding. And you could definitely get away with wearing it to a cocktail party.
This one looks as comfortable as it is cute, and you can easily dress it down with statement jewelry for summer wear.

Endlessly cute, and fit for all kinds of occasions.

Another slip dress, because the market can’t get enough—and I can’t, either.

A more classic take on the prom dress, because there are plenty of ways to do “practical” that don’t involve edgy-chic style.
Look, if I had an excuse to drop $300 on a dress right now, you bet I’d buy this one.

Not sure about this one’s re-wearable potential, but it’s so sleek I kind of don’t care.

Equal parts versatile and comfortable—what’s not to love?

A truly show-stopping way to do a statement gown.

Another one that’s been sitting on my wishlist for way too long.

Super dreamy. Fit for prom—and like, every wedding you’re ever invited to ever.

A silhouette worth owning—and you’ll be the most comfortable person anywhere you wear it.

A classic party dress cut, rendered in a classic party dress fabric.

A column dress that’s a little flowier—and fit for beachside wear.

Polka-dot party dresses are always a good idea.

Dress this swing dress up with statement accessories, and people will be admiring your chic take on style all night long.

Party jumpsuits are always a good investment.

A go-to cocktail dress for years to come.

An understated silhouette for prom—and one that’s sure to keep all eyes on you and your out-of-the-box choice.

And LBD with enough party-worthy shimmer to get you through prom (and every other sparkle-friendly occasion on your calendar).

Incredibly cute and incredibly versatile. Parties, dinners, weddings—here you come.

I’d literally wear this out this weekend.

A perfect-for-prom cut fit for any future galas and balls that manage to make it on your calendar.

Because printed prom dresses are absolutely a thing—and they’re veritable re-wearable.

This is basically what my high school prom dress looked like—so you can imagine why I haven’t found an occasion to re-wear it.

Cute, bright, sunny, chic—a win on all fronts.

This lace midi is practically begging to be paired with your favorite statement accessories.

Incredibly chic—and alt enough to keep you turning heads, no matter how many times you re-wear it.

No closet is complete without at least one black shift dress, like this.

So incredibly pretty that even if occasions for re-wear aren’t apparent, you’ll surely find some.

The most party-worthy way to sport polka dots.

Turn heads.

Comfy and sleek, because there’s no better balance to strike when it comes to party looks.

Another pick straight from my wishlist. Perfect for wedding wear and date nights, alike.

Sweet and sophisticated without feeling ill-fit for formal wear.

Undoubtedly the most luxe jumpsuit on this list.

As bright and fun as you are—and super easy to dress down.

It never hurts to have one figure-hugging, structured dress in your closet.

A no-fail party dress you can almost definitely repurpose for workplace wear.

Equal parts cute and subtly sexy—and something you’ll find plenty of opportunities to re-wear.

Chic AF—and an out-of-the-box (but endlessly stylish) pick for prom.

This is so stunning you literally won’t even care if you never wear it again.
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