Cindy Crawford's '90s Jean Look Would Still Make Sense To Wear Today (2022)

The 1990s was a decade that had a lot going for it: the advent of the supermodel, grunge culture, Sex and the City, Tamagotchi pets, and fashion trends with a minimalist bent. It was also a golden age of denim. The relaxed fit of the era was just right — a mid-rise, straight leg silhouette, with a light, worn wash (take a glance at the Calvin Klein ads of the time for a refresher). Looking back, many of the best ‘90s jeans outfits featured the still-iconic Levi’s 501, which is why it’s so easy to recreate these looks today (rather affordably, you might add). Further, modern day brands, such as AGOLDE, RE/DONE, and Mother Denim, have taken note of Levi’s decades of success and implemented their own variations of classic denim styles into their offerings.

Timeless design details and classic American brands aside, a big reason why ‘90s jeans have such staying power is in large part thanks to the individuals who made the look so memorable. Fashion icons of the era —think Drew Barrymore, Naomi Campbell, and Cher — have re-entered the zeitgeist as ‘90s trends return to popularity across the fashion spectrum. But why now?

Confident, authentic personal style is emblematic of the 1990s — at the time, outfits that felt effortless and comfortable were the ones that made waves. Now, as people are navigating the balance between easy-to-wear garments and on-trend styles, they’re looking for outfit inspiration that feels put together without compromising on functionality. Unsurprisingly, relaxed denim blends in seamlessly with almost anything, from blazers to graphic T-shirts, which makes unearthing the best ‘90s-style jeans a lesson in dressing for today, too. Ahead, check out the standout outfits from your favorite ‘90s stars that’ll help to inspire your own wardrobe.

Cindy Crawford

The supermodel is notorious for wearing effortlessly cool ensembles to the airport and this look from 1997 confirms she’s been nailing the travel wardrobe for decades. To create an outfit that’s both comfortable and put together, use Crawford’s formula by styling a pair of jeans with a neutral T-shirt and a leather blazer.

Cher

If you want to give your jeans a subtle flair, opt for patch designs like Cher did with this star-studded ensemble. Because of the pant’s bold detail, keep the rest of the look classic with a loose-fitting leather jacket and coordinating black belt.

Naomi Campbell

Instead of reaching for a plain white tee, get an off-duty model look by reaching for a graphic option instead. This will give your outfit a bit more personality while retaining a minimalist feel.

Meryl Streep

While denim isn’t traditional for a red carpet, Streep was never afraid to break the rules. She dressed up her pair by styling it with pointed-toe boots and an oversized blazer. Make the ensemble feel luxe by adding in a pair of gold hoops.

(Video) Advertising Pepsi with Cindy Crawford - 1992

Sarah Jessica Parker

Whether you’re playing or just cheering from the sidelines, Parker’s rolled up, low-rise denim look feels playful and functional for active days ahead. Make the outfit work from the field to date night by opting for a graphic T-shirt instead of a cropped tank top.

Jane Fonda

If your style leans more sporty, go with Fonda’s formula by styling a short-sleeve button-down with a pair of jeans. While Fonda tucked her top in, leave it loose for a look that feels a bit more contemporary. For the sunny days, throw on your favorite baseball cap to add functionality to the outfit.

Victoria Beckham

Posh Spice was beloved for her sultry style in the ‘90s and this going-out ensemble exemplifies the party vibe she favored. Instead of wearing light wash denim, she opted for a darker hue. Mix it with a sparkly top (preferably with cutouts) to get a look designed for the dance floor.

Whitney Houston

While the singer’s look comes from 1994, this outfit feels totally relevant right now. It features all the fashionista must-haves: a white button-down, an oversized blazer, and a pair of straight leg jeans. To give the minimalistic look some edge, try topping your own version off with a creamy bucket hat — your summer wardrobe will thank you.

Drew Barrymore

Queen of the ‘90s (and every decade, really) Drew Barrymore put a slightly sweet, slightly subversive take on blue denim that’s well worth a revisit. Grab your favorite cropped cardigan to recreate this effect off the red carpet.

Uma Thurman

If you reside somewhere prone to frigid temperatures, the easiest way to spice up a simple jean outfit is with a bright colored trench coat. Thurman opted for a bold red color, which still works for now.

(Video) Back to the 90's: Supermodel Cindy Crawford

Jennifer Aniston

Jennifer Aniston nailed relatable, polished style with a sheer button-down shirt and blue jeans pairing. For a 2022 take, try leaving your button-down untucked, with only the top few buttons clasped.

Mariah Carey

To give your denim collection an edgy twist, opt for a raw hem style. You can find more subtle pairs with purposefully unfinished edges on the bottom or emulate Carey by looking for the detail at the waist.

Demi Moore

The actor put a fresh spin on the classic blazer and denim combination by wearing a striped tank top underneath. It’s just the idea to shake things up if you’re tired of styling a classic white T-shirt underneath your blazer.

Princess Diana

Princess Diana’s personal style needs no introduction. This denim-on-denim number featuring a Western belt and cowboy boots is a look just waiting to be recreated. To break up high-waisted denim and a coordinated shirt, choose a wide, contrasting belt to cinch around your midsection.

Brooke Shields

There’s no combination easier to pull together than a T-shirt and blue jeans pairing. Top it off with a suede jacket and leather belt à la Brooke Shields and balance out the casual pieces with sleek loafers.

Janet Jackson

Janet Jackson artfully blends aesthetics with a beret and bodysuit up top, along with a Western belt and relaxed denim below. Sleek black boots add an elevated touch to the slouchy jeans.

(Video) Cindy Crawford - A New Dimension - Workout.

Jane Birkin

A forever style inspiration, Birkin proves a simple blouse and blue jeans combination is timeless. While bell bottoms may be best known as the silhouette of the ‘70s, a relaxed flare with a high-waist works for a ‘90s-inspired look, too.

Joan Chen

Twin Peaks star Joan Chen accessorized a pared-down blue jeans look with a statement hat, pilgrim blouse, and vest. Add a waistcoat of your own, and try a baseball cap for a more modern vibe.

Julia Roberts

For a Canadian tuxedo with a Western twist, Roberts accessorizes with a Concho belt and cowboy boots. Copy the look, but avoid any fringe or a wide-brim hat to keep the ensemble from skewing too costume-y.

Tori Spelling

Beverly Hills, 90210 star Spelling served up ‘90s Hollywood style with a leather vest and blue jean pairing. For a right-now update, try swapping out leather for an on-trend sweater vest or corset top.

Angela Bassett

A waistcoat with jeans isn’t a new trend, as illustrated by the imitable Bassett circa 1996. For denim that’s just a bit too long, consider cuffing your wide jeans just above the hem.

Justine Bateman

Actor, writer, director, and producer Bateman exuded quiet coolness with this simple denim ensemble. To recreate her look, try a cropped jacket in suede, velvet, or silk.

(Video) Cindy Crawford's Everyday Morning Beauty Routine | Beauty Secrets | Vogue

Gwyneth Paltrow

If you want an easy, polished take on ‘90s trends, try a leather blazer and relaxed-fit jeans like Paltrow here. Finish with boots or a pair of mules — and Brad Pitt by your side.

Winona Ryder

No ‘90s denim roundup is complete without a nod to the now Stranger Things actor. This outfit will forever be in the blue jean hall of fame, solidifying the necessity of a fitted leather jacket and combat boots.

Calista Flockhart

Ally McBeal obsessions aside, aren’t you obsessed with this denim look? Like, a barely buttoned white blouse under a slick black jacket with a pair of low rise, lightly frayed jeans? It’s always cool and effortless.

Halle Berry

Berry’s fringe vest and blue jeans prove that you can’t put ‘90s style in a box; it’s more about a feeling than a specific outfit combination. Today, a cutout crop top and colorful, chunky necklaces embodies the same vibe.

Patricia Arquette

If you need a new layering combination, try a denim jacket tied around your waist with blue jeans and a contrasting blouse. As seen on Arquette, the result is charming, cool, and very all-American.

Kate Moss

What’s left to say? Moss’ minimalist style always sticks the landing. To take mid-rise jeans and a fitted tank top up a notch, add a simple chain necklace and a pair of heeled sandals.

(Video) Oprah Meets a Shy 20-Year-Old Cindy Crawford | The Oprah Winfrey Show | Oprah Winfrey Network

Tyra Banks

The supermodel shows that a baseball cap and T-shirt are best when worn with classic blue jeans. This sporty sneakers look translates directly to 2022.

This article was originally published on

FAQs

What Jean style was popular in the 90s? ›

A flared jean is synonymous with the '90s, but you can bring the look into 2022 with a lug-toe creeper and a crop top.

How do you wear 90s jeans? ›

How To Wear 90s Jeans
  1. Look 1. Going for a longer length will give the classic 'jeans and a nice top' combination a modern refresh. ...
  2. Look 2. 90s jeans work particularly well with high-top trainers as they give the illusion of a longer leg. ...
  3. Look 3. A slouchy jean adds a subtle edge to a classic court heel. ...
  4. Look 4.
8 Feb 2022

What kind of jeans does Cindy Crawford wear? ›

Crawford wore the brand's best-selling Chrissy Ultra High-Rise Ankle Jeans. The skinnies — sorry TikTok, but we think this cut is here to stay — are made with DL1961's signature Instasculpt technology.

What was the most popular fashion in the 1990s? ›

Popular clothing items were black or red leather (or pleather) pants, fitted shirts, halter tops, cropped tanks, flared pants, and platform shoes. The color palette brightened up from the darker grunge tones to plums, navys, and reds.

How do you dress like the 90s? ›

If you want to create a 90s-inspired outfit, wear things like flannel shirts, baggy jeans, and combat boots. Other popular trends include windbreakers, tube tops, and overalls. Pick a 90s top and bottom, and pair your outfit with 90s accessories to easily dress from the 90s.

What 90s fashion is coming back? ›

If there's one category of fashion that's really showing its '90s influence, it's shoes and accessories. Small sunglasses, chunky shoes, Birkenstocks, claw clips, shoulder bags—you name it, it's back. And we really can't deny the convenience of throwing your hair up in a claw clip and instantly looking chic AF.

Are mom jeans from the 90s? ›

Mom jeans is a pejorative slang term for high-waisted women's jeans that were first fashionable in the late 1980s and early 1990s. In the late 1990s and 2000s they were mainly worn by adult American women and considered "old" by younger women.

What brand of jeans was popular in the 90s? ›

Pepe Jeans

Their popularity peaked in the '90s, and every kid back then absolutely needed at least one pair.

Is denim on denim 90s fashion? ›

For a brief, glorious moment in the '90s, denim on denim wasn't considered a fashion taboo. It was even still trendy in 2001, when Britney Spears and Justin Timberlake made an iconic red carpet appearance wearing matching all-denim ensembles.

What is Cindy Crawford doing now? ›

Crawford has continued to be very active with her career as she is a spokesperson for Omega watches and runs her company Meaningful Beauty.

What colors were popular in the 90s? ›

The 1990s. After two decades of saturated and vibrant colors, the 90s grunge scene brought darker, subdued colors into style. Dark plum, forest green, dark brown, black, and deep red began to emerge as fashion turned towards flannel shirts, jeans, and combat boots[5].

What are the 90's known for? ›

The 1990s is often remembered as a decade of relative peace and prosperity: The Soviet Union fell, ending the decades-long Cold War, and the rise of the Internet ushered in a radical new era of communication, business and entertainment.

How do you dress like a teenager in the 90s? ›

To dress like a '90s teenager, wear loose-fitting acid wash jeans, an oversized band T-shirt, and a long-sleeve flannel button-up to create a low key grunge style. Overalls and vests were also popular, or you could try wearing a baby doll dress for a more polished look.

What influenced 90s fashion? ›

Jeans and untucked shirts became typical casualwear as trends in music like grunge, hip-hop and Britpop influenced styles throughout the decade. In the early part of the decade, the sartorial influence of grunge bands like Nirvana and Pearl Jam pervaded.

Are double denims 90s? ›

While it's often credited to the 90s, it was actually the 70s and 80s which saw a rise in the double denim trend. This style period was known for its sequins and glamour, and the iconic 1980s double denim look was often seen on celebs such as Blondie front-woman Debbie Harry and the Charlie's Angels.

Is 90s fashion coming back in 2022? ›

The look is making a comeback (again).

What decade is making a comeback in 2022? ›

The '90s and '00s-inspired trends making a comeback for 2022.

What kind of jeans are in style 2022? ›

High-Rise, Wide-Leg Denim

This type of jeans provides coverage for colder months but offers breathability for the warmer weather. Sahara suggests styling your high-rise, wide-leg jeans with a shorter top or a V-neck tee to juxtapose the elongated hemline.

What are 90s jeans called? ›

Wide-leg jeans, colloquially called baggy pants, are a style of clothing that were popular from the early 1990s to the mid 2000s.

What is difference between mom jeans and boyfriend jeans? ›

While a mom jean usually has a tapered cut, a boyfriend-style jean tends to have a straight cut. Although boyfriend jeans can be full length, they can also be worn cropped with either a cuff at the bottom or have a ragged hem. Boyfriend jeans are actually meant to be worn looser than a mom jean.

Why were baggy jeans popular in the 90s? ›

In the 1990s these jeans became even baggier and were worn by skaters, hardcore punks, ravers and rappers to set themselves apart from the skintight acid wash drainpipe jeans worn by metalheads. They were largely an underground trend in the early 1990s, but took off in popularity in the mid-1990s.

What was the most popular clothing brand in the 90s? ›

By the '90s, labels like Guess Jeans, Versace, Moschino, and Calvin Klein were leading the way in high-end, fashion-focused denim, while black-owned labels like Phat Farm and FUBU cemented denim as part of the '90s hip-hop fashion wardrobe. West Coast artists like Tupac and Eazy-E of N.W.A.

What designer was popular in the 90s? ›

#FASHIONTRIVIA: the iconic designers of the 90s
  • KARL LAGERFELED, CHANEL. It was his arrival from Chanel that gave new life to the maison and consecrated it one of the greatest creative geniuses of fashion of all time. ...
  • MIUCCIA PRADA, PRADA. ...
  • GIANNI VERSACE, VERSACE. ...
  • REI KAWAKUBO, COMME DES GARCONS. ...
  • VIVIENNE WESTWOOD.

Can you wear denim 2022 denim? ›

You can never go wrong with a pair of jeans that's why double denim is making a strong comeback, not that it never went away, but we are loving the mixtures of styles that are set together.

Did they wear ripped jeans in the 90s? ›

Ripped jeans are denim jeans with tear or rips, often on the knees but possibly in other locations on the pant. They were popular in the late 1980s during the hard rock/heavy metal era and in the 1990s and 2000s during the grunge era.

What kind of earrings did they wear in the 90s? ›

1990s Earrings

Large and oversized silver hoops were a big trend in the 90s. Diamond stud earrings were a classic choice, but drop earrings, chandelier earrings, and oversized studs were the go-to jewelry for formal events and red carpet.

How much is Cindy Crawford worth net worth? ›

With more than 1,000 magazine covers to her name, Cindy Crawford is the world's wealthiest supermodel—but most of her $225 million fortune isn't from posing.

How do I get Cindy Crawford hair in the 90s? ›

How to Get Cindy Crawford/90's Inspired, Big Hair! #shorts - YouTube

What does Cindy Crawford eat? ›

Instead, she needed to eat healthy. Cindy tries to eat a salad and drink a mug of green tea every day, and she limits the amount of sugar she eats. There's some stuff she avoids such as refined grains, like white pasta, bread, and rice, but she'll still have the occasional cocktail, a scoop of ice cream, or chocolate.

What pants were popular in the 90s? ›

Flared Jeans

Long before skinny jeans were everyone's go-to denim style, flared and wide-leg designs reigned supreme. Thanks to a preference for oversized and loose silhouettes, these pants were highly favored during the '90s.

What is the color of the year for 2022? ›

"Very Peri" is the Pantone colour of the year for 2022.

The company describes Very Peri as “a dynamic periwinkle blue hue with a vivifying violet red undertone blends the faithfulness and constancy of blue with the energy and excitement of red”.

What are the in colors for 2022? ›

These Are the Biggest Color Trends To Keep An Eye On In 2022
  • Gray-Green. Brie Williams. ...
  • Earthy Tones. Björn Wallander. ...
  • Citron. Annie Schlechter. ...
  • Deep Aubergine. Brie Williams. ...
  • Chartreuse. Kelly Marshall. ...
  • Warm Neutrals. Thomas Loof.
18 Oct 2021

What was cool in the 90's? ›

11 Trends From The '90s That Made You Feel So Cool
  • Mastering Devil Sticks. eBay. ...
  • The Perfect AOL Profile. Johnny Nunez/WireImage/Getty Images. ...
  • Having a Cell Phone. ...
  • Wearing Your Overalls with One Strap Undone. ...
  • '90s Slang. ...
  • Hard Rock Cafe Memorabilia. ...
  • Butterfly Clips. ...
  • Pockets Hanging Out of Our Jean Cut-Offs.
24 May 2022

What was the best thing about the 90s? ›

Music is the best part of '90s culture

TV was second most popular aspect of '90s culture, followed by movies and technology. Bringing up the rear were fashion and politics, with fewer than 1 in 10 people saying these were the best thing about the '90s.

What was life like in 1990s? ›

Americans spent more, borrowed more, and went more deeply into debt. They drank more coffee, smoked more cigars, and turned gambling into a national pastime. Children struggled to deal with the pressures of the adult world to which they were increasingly exposed, and many were forced to adjust to new step-families.

What was the popular culture in the 1990s? ›

The 1990s was a decade where pop culture took flight, we all made some Friends, dance moves were born and fast-food got even bigger. Although they ended more than 20 years ago, some of these American icons remain just as relevant today. Iconic shows such as Rugrats (1991), Doug (1991), Hey Arnold!

What did adults do for fun in the 90s? ›

How You Staved Off Boredome In The '90s
  • Chatting With SmarterChild. ...
  • Renting Movies From Blockbuster. ...
  • Playing With Your Gameboy. ...
  • Browsing Chat Rooms. ...
  • Rewatching Your Favorite Episodes of Friends and Boy Meets World. ...
  • Making Too Many AIM Accounts. ...
  • Organizing Your CD Collection. ...
  • Begging Your Parents To Take You To The Mall.
30 Jun 2016

Who was the biggest pop star of the 90s? ›

21 Of The Most Famous Singers Of The 1990s
  • Michael Jackson.
  • Elton John.
  • Prince.
  • Madonna.
  • Whitney Houston.
  • Tupac Shakur.
  • Shania Twain.
  • Mariah Carey.
5 days ago

What brand of jeans was popular in the 90s? ›

Pepe Jeans

Their popularity peaked in the '90s, and every kid back then absolutely needed at least one pair.

What are those jeans from the 90s called? ›

JNCO-style jeans. For those unaware, JNCOs are super-shapeless, super-wide-legged jeans favored two decades ago. They were seen on teens in iconic '90s films like Clueless and Can't Hardly Wait.

What are 90's jeans called? ›

Wide-leg jeans, colloquially called baggy pants, are a style of clothing that were popular from the early 1990s to the mid 2000s.

Is jean on jean 90s? ›

For a brief, glorious moment in the '90s, denim on denim wasn't considered a fashion taboo. It was even still trendy in 2001, when Britney Spears and Justin Timberlake made an iconic red carpet appearance wearing matching all-denim ensembles.

Are mom jeans from the 90s? ›

Mom jeans is a pejorative slang term for high-waisted women's jeans that were first fashionable in the late 1980s and early 1990s. In the late 1990s and 2000s they were mainly worn by adult American women and considered "old" by younger women.

Why were baggy jeans popular in the 90s? ›

In the 1990s these jeans became even baggier and were worn by skaters, hardcore punks, ravers and rappers to set themselves apart from the skintight acid wash drainpipe jeans worn by metalheads. They were largely an underground trend in the early 1990s, but took off in popularity in the mid-1990s.

What kind of jeans are in style 2022? ›

High-Rise, Wide-Leg Denim

This type of jeans provides coverage for colder months but offers breathability for the warmer weather. Sahara suggests styling your high-rise, wide-leg jeans with a shorter top or a V-neck tee to juxtapose the elongated hemline.

Are flare jeans from the 90s? ›

When I was growing up, my mom was very patient with my rebellious preteen clothing, letting me indulge in things like fishnet gloves and skater shoes. But the worst of my tastes revolved around the flared pants trend of the early '90s and early 2000s.

What brand of jeans is most popular? ›

The results are in: Levi's, AG, Amiri, Brunello Cuccinelli and Gloria Vanderbilt are the top-selling jeans brands of 2021, according to recent data from The NPD Group.

How much did JNCO jeans cost in the 90s? ›

Consumers apparently noticed the difference, and vintage JNCOS became a “hot commodity.” While the original jeans cost somewhere between $65 to $75, according to a 1997 catalog listing Jezebel dug up, people started selling them on eBay for “hundreds of dollars.”

Are skinny jeans still in 2022? ›

Although skinny jeans aren't totally trending (yet), L'OFFICIEL makes an argument for digging out that long-forgotten denim look with new styling tricks that just might change your outlook on the slim silhouette. In 2022, celebrities and fashion influencers have certainly found better ways to wear their skinny jeans.

Did they wear skinny jeans in the 90s? ›

While the skinny was present during hip-hop's glam-tinged genesis, it was the baggy “roughneck” style that dominated during the 1990s and became synonymous with the genre.

Are wide-leg jeans still in style 2022? ›

The wide-leg jean trend cycles through every decade, and it's returning as a massive staple in 2022. The roomier fits look more tailored than sweatpants but offer more comfort than skinny jeans.

Is double denim 90s fashion? ›

While it's often credited to the 90s, it was actually the 70s and 80s which saw a rise in the double denim trend. This style period was known for its sequins and glamour, and the iconic 1980s double denim look was often seen on celebs such as Blondie front-woman Debbie Harry and the Charlie's Angels.

What colors were popular in the 90s? ›

The 1990s. After two decades of saturated and vibrant colors, the 90s grunge scene brought darker, subdued colors into style. Dark plum, forest green, dark brown, black, and deep red began to emerge as fashion turned towards flannel shirts, jeans, and combat boots[5].

Is double denim a 90s thing? ›

DOUBLE DENIM

Yes ladies, denim were all the rage in the 90s and is as popular now. Whether you love a good pair of high-waisted mum jeans, an oversized denim jacket or your most distressed pair of boyfriend jeans, you can pair these with absolutely anything in your wardrobe and your outfit is done!

Videos

1. Cindy Crawford Next Challenge Workout Only--No Intro or Glossary
(Stivjive)
2. Cindy Crawford Shape Your Body Workout 1
(Stivjive)
3. 24 Hours With Cindy Crawford | Vogue
(Vogue)
4. Cindy Crawford - The Next Challenge Workout (1990s)
(Black Sun)
5. House Of Style • 1992 • Paris
(tuncakstar)
6. Cindy Crawford Breaks Down 13 Looks From 1989 to Now | Life in Looks | Vogue
(Vogue)

Top Articles

Latest Posts

Article information

Author: Pres. Carey Rath

Last Updated: 11/10/2022

Views: 5307

Rating: 4 / 5 (41 voted)

Reviews: 88% of readers found this page helpful

Author information

Name: Pres. Carey Rath

Birthday: 1997-03-06

Address: 14955 Ledner Trail, East Rodrickfort, NE 85127-8369

Phone: +18682428114917

Job: National Technology Representative

Hobby: Sand art, Drama, Web surfing, Cycling, Brazilian jiu-jitsu, Leather crafting, Creative writing

Introduction: My name is Pres. Carey Rath, I am a faithful, funny, vast, joyous, lively, brave, glamorous person who loves writing and wants to share my knowledge and understanding with you.