Best Failed Fashion Trends | Funny Fashion Comebacks (2024)

Fashion is a funny thing. What’s trendy today might be considered failed fashion tomorrow. If you’re still having PTSD from the traumatic trends of the early 2000s, take comfort in the fact that every other decade has also faced many questionable sartorial choices. Who doesn’t love a good stroll down memory lane… and a good laugh while you’re doing it?

Join us as we explore some of the funniest (and sometimes failed) fashion trends over the last century.

1. Saggy Pants From the 2000s

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The saggy pants trend started in the late 90s and continued well into the new millennium (I mean, we still see guys wearing these around today). The baggy pants of the day were worn low on the hips and often revealed the underwear or boxer shorts (aka underwear) underneath. The influence of saggy pants in pop and hip-hop culture spread far beyond the music and culture that inspired it and resulted in students from many high schools being flagged for dress code violations. Luckily, this kind of embarrassing fashion trend wore itself out for the most part and has since been replaced by more form-fitting options—but let’s be real, saggy parts are still a real thing….

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2. Shoulder Pads From the 80s

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The 1980s was a time when the fashion industry was influencing working women to adopt many of the same sharp, defined looks as men did in the workplace. As a result, women across America were seen in “power suits” featuring large shoulder pads that made them look like linebackers. Luckily, as women began to enter the workforce in larger numbers and demand change, fashion began to reflect this new shift in roles. Eventually, the shoulder pad trend slowly faded as more women began to gain actual power in the business world—along with more freedom over their personal style.

3. Big Hair From the 80s

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Another oversized women’s trend of the 1980s was characterized by women wearing large, teased-up styles. Since perms, crimps, curls, and rollers often required heavy use of hairspray to keep every hair in place, big hair was as hard on the environment as it was on the wearer’s natural locks. This trend was popularized by pop and rock stars as well as television characters who wore teased-up styles. Fortunately, hair trends have since changed significantly since the 80s and early 90s, with many women now wearing natural or more simplistic styles. But, hey, if you are still rocking a high bang, you do you, boo.

4. Bucket Hats From the 90s

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The bucket hat trend was popular with both men and women in the 1990s. This trend was defined by a round, flexible hat with a wide brim, alluding to the overall bucket-like shape of the final product. Bucket hats were often made from cloth or canvas and were seen in a variety of colors and prints. This trend was popularized by sports stars, celebrities, and even models who were sure to be seen sporting a bucket hat.

At one point it might seem like the bucket hat trend had faded away, but we’ve begun to spot bucket hats on the streets recently, as nostalgic Millennials and their on-trend children look to recapture 90s vibes.

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5. Poodle Skirts From the 50s

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Poodle skirts were all the rage in the 1950s, especially among teenage girls. Most poodle skirts were made of felt and featured stitched appliques of poodles to emulate the way fashionistas of the era were often accompanied by cuddly pets. True poodle skirts featured a wide, swingy A-line shape and were usually worn with a matching blouse. The poodle skirt trend has since faded away, but it is still around today in many vintage stores as a nod to the mid century aesthetic.

6. Leg Warmers From the 80s

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The leg warmer trend of the 1980s was popular with dancers, aerobics instructors, and teenage girls alike. The era’s leg warmers were made of a variety of materials such as wool, cotton, or acrylic and came in many assorted colors and patterns. Leg warmers were often worn over a pair of leggings or shorts, but they could also be worn with nothing underneath. The leg warmer trend has since lost its popularity after being supplanted by leggings and tights.

7. Bubble Skirts From the 90s

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The bubble skirt trend was popular in the 1990s and was characterized by a skirt that had a great deal of puffy volume in a small area. Bubble skirts were often made from a sheer or lightweight fabric and were worn with leggings or tights. Their rise in popularity may have originated from Princess Diana or Madonna, both of whom were fond of the puffy skirt. Anyone who remembers the 90s will remember these skirts—or suffer from horrible flashbacks of trying to navigate a dance class in yards of material.

8. Crocs From the 2000s

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Crocs were popularized in the early 2000s and are still for sale today, repopularized by their many successful collaborations with huge musicians like Justin Bieber, Bad Bunny and Post Malone as well as with fashion houses such as Balenciaga and streetwear labels like Chinatown Market.

Of course, Crocs gained most of their popularity because they are comfortable and easy to wear. However, they are fairly unattractive shoes and many still consider them one of the worst fashion trends. They might be “in” right now, but they were more often-than-not mercilessly mocked for their clunky, dare we say practical, style.

Clearly Crocs have made their comeback. These unisex classic adult clogs are one of the top sellers on Amazon Clothing, Shoes and Jewelry!

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9. Big Sunglasses From the 2000s

The big sunglasses trend was popular in the early 2000s and is still seen today. These sunglasses were often round or square in shape and could be made with a plastic or metal frame. Their unifying feature is their enormous size and the way they completely eclipse the wearer’s facial features. The big sunglasses trend was popularized by celebrities, who often wore the shades on the red carpet as well as on the streets. These sunglasses are often seen as trendy and fashionable, but one has to wonder why when there are endless shapes and styles of eyewear that would better suit the wearer’s facial features.

10. Puffy Jackets From the 90s

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Puffy jackets were kind of a funny fashion trend in the 1990s, but for practical purposes, the trend still exists today. As you might expect, these jackets were supremely puffy and were stuffed with bulky insulation—most were filled with down and often featured a hood with fur. The puffy jacket trend was popularized by snowboarders and other winter athletes who needed a warm and weather-resistant jacket. However, after the public caught on to the trend, puffy jackets began to appear throughout the cold season on many of America’s streets. Although the puffy jacket is not flattering to most figures, some still might find them cute.

11. Backside Embroidery and Printing From the 2000s

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The “butt writing” trend was popular in the early 2000s and is sometimes still seen today on beach boardwalks, think Jersey Shore. These shorts or pants were often found in bright colors and featured writing or brand messaging on the back pocket area. While, at the time, messages like “I Love Boys” or “Too Hot to Handle” were a hilarious way to show off your personality and get a lot of laughs, that type of messaging might not get the same type of reaction today.

12. Platform Shoes From the 70s

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The platform shoe trend was popular in the 1970s. These shoes were characterized by a very thick sole that would make the wearer taller. Platform shoes were made from a variety of creative materials like wood, plastic, or even cork. Both women and men enjoyed platform shoes, but the women’s styles seemed to stick far beyond the men’s. As a result, you can still find women’s platform shoes on the market today, but they are much more discreet than what was popular in the 1970s.Some of these are wild!

13. Wide Collared Shirts From the 60s and 70s

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The wide-collared shirt trend was popular in the 1970s, with fashionable men and women often enhancing the overall appearance of a standard blazer with a button-down undershirt with a wide, pointed collar. These styles were inspired by menswear, but the trend had a very androgynous look with fun and colorful designs. The wide-collared shirt trend was popularized by many musicians and celebrities of the time, including David Bowie, Jimi Hendrix, and Mick Jagger. The trend has lived on in many ways, especially with designer women’s wear. Currently, however, wide-collared shirts are more often seen as a vintage fashion worn for costumes or cosplay.

14. Denim Shorts With Exposed Pockets From the Early 2000s

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Denim shorts with exposed pockets were a huge trend back in the early 2000s. However, these days, they are pretty much seen as an outdated style trend. At the time, wearers thought it was a sexy way to elevate the basic look of a pair of denim shorts. However, we now know that exposed pockets hanging from the bottom of ultrashort denim shorts made the shorts look bulky and sometimes unflattering. That said, ask a girl in her teens or twenties and she might disagree that this is an outdated trend. I mean, Fashion Nova doesn’t want you to think so…

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15. Furry Boots From the 2000s

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The furry boots trend was an unfortunate trend popular in the early 2000s. At the time, the most fashionable boots had an excessive amount of fur on the outside and were often worn as a fashion statement as opposed to protection from the elements. The furry boots trend was, in part, popularized by celebrities like Snooki from Jersey Shore, who responded to Flo Rida’s “boots with the fur” lyric in his popular song “Low.” While these boots are certainly fun and entertaining, they are not very practical—the fur does not clean or dry easily. Depending on the amount and type of faux fur, these boots can also get quite heavy. I’d say it’s safe to assume these one’s aren’t making a comeback anytime soon.

16. Lace-Up Jeans From the Early 2000s

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The lace-up jeans trend was popular in the early 2000s. These denim jeans had laces running up the front placket, which were used in lieu of a zipper to tighten or loosen the fit of the pants. The lace-up jeans trend was popularized by celebrities like Lindsay Lohan and Paris Hilton, who would often wear extremely low-cut versions of the garment to parties or events. Unfortunately, lace-up jeans often don’t fit well, and the laces can be a hassle to deal with. While the pants were originally intended to be a fashion statement, they are now viewed as a very outdated style. Many are glad these jeans are tied to the past.

17. Shutter Shades From the 80s (and 2000s)

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Shutter shades were a trend that originated in the 80s but came back to the 2000s. These sunglasses featured horizontal slats instead of lenses, which would give the wearer a “shuttered” look. The 2000s version of the trend was popularized by celebrities like Justin Timberlake and Kanye West, who often wore them in music videos and performances. The shutter shades trend was outdated at the time and remains even more so today. Thankfully, these impractical shades have been left behind and are no longer popular.

18. Popcorn Shirts From the 90s

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The popcorn shirt trend was popular in the 1990s. These shirts were made from very thin, flexible materials, which could expand and create the appearance of popcorn kernels scattered all over the shirt. When the shirt was not in use, it appeared much smaller than other clothing. However, when the shirt was worn, it would expand to the size of a normal shirt. As a result, popcorn shirts were marketed as the “one-size-fits-all” shirt. This style was popularized by celebrities like the Spice Girls, who often wore them during performances and concerts.

Outdated Fashion Trends Tend to Find a Way Back

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As you can see, previous decades have provided many funny and sometimes failed fashion trends. While most of these outdated fashion ideas are seen on the streets less and less today, some vintage looks are actually reappearing and becoming popular once again.

History has a way of repeating itself, after all. If you read about fashion for long enough, you’ll notice that trends tend to repeat themselves every few years.

Still, I don’t care what ya’ll do, I will not be caught dead wearing crocs.

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References:

1. Charles, C. (2013). Saggy Pants and Exposed Underwear: The Politics of Fashion, Identity Transactions and the Navigation of hom*ophobia. Identity Transactions and the Navigation of hom*ophobia (December 26, 2013).

2. Ip, E., Chung, W. W. Y., Lee, S., & Schiphorst, T. (2014, June). The wearable self: Braiding a feminist critique within a somaesthetics framework for design. In International Conference of Design, User Experience, and Usability (pp. 285-296). Springer, Cham.

3. Lockwood, T. (2010). Design thinking: Integrating innovation, customer experience, and brand value. Simon and Schuster.

4. Prakash, J., Kotwal, A. S., Ryali, V., Srivastava, K., Bhat, P. S., & Shashikumar, R. (2010). Does androgyny have psychoprotective attributes? A cross-sectional community-based study. Industrial psychiatry journal, 19(2), 119–124.

5. Kim, E., Fiore, A. M., Payne, A., & Kim, H. (2021). Fashion trends: Analysis and forecasting. Bloomsbury Publishing.

Best Failed Fashion Trends | Funny Fashion Comebacks (2024)

FAQs

What style is making a comeback? ›

EIGHTIES GLAMOUR. Style Notes: While Y2K might have been the leading inspiration for the past few years, we're seeing the Eighties making a fashion comeback in 2024, particularly when it comes to evening wear. Think voluminous silhouettes, high-octane metallics and dresses that embrace the joy of dressing up.

What 90s fashion made a comeback? ›

Let's take a trip down memory lane and explore the 90s fashion trends that are making a comeback today.
  • Denim Everything:
  • Flannel Shirts:
  • Crop Tops:
  • Chokers:
  • Neon and Bright Colors:
  • Platform Shoes:
  • Baggy Silhouettes:
  • Tracksuits:
Sep 10, 2023

How to dress like Gen Z? ›

Gen Z prefers comfortable and expressive clothing like loose-fitting jeans, crop tops, and oversized pieces. Born between 1997 and the early 2010s, Gen Z accounts for 30% of the world's population. With the oldest members turning 26 this year, the group has a purchasing power of about $360 billion in the US alone.

Is 90s fashion back in 2024? ›

Modern Relevance: Fast forward to 2024, and baggy jeans are back, often worn high-waisted and paired with crop tops or sleek blazers. This trend appeals to a generation that values comfort without compromising on style, blending 90s nostalgia with contemporary fashion sensibilities.

What is outdated in 2024? ›

I'm happy to say that the first trend that we're going to see leaving is the sad beige era. The sad beige aesthetic is when the room is covered from floor to ceiling in beige. You'll see beige walls, a beige sofa, a beige rug and beige furniture. There isn't anything interesting to draw you into the space.

What is the Y2K style comeback? ›

Y2K in Sneaker Culture

Chunky sneakers, reminiscent of the early 2000s, have made a comeback. Brands like Balenciaga and Yeezy have released footwear lines that reflect the Y2K style, contributing to its resurgence in modern streetwear.

What was the comeback of 70s fashion? ›

Flared trousers are often the most prominent garment associated with the decade, but miniskirts, crop tops, shearling coats, and the rise of the bell sleeve are of equal importance. They're made all the more enjoyable when they feature psychedelic colouring and prints, or have been printed with a tie-dye blend.

Is 2000s fashion coming back? ›

Fashion trends inspired by the early Aughts have repeatedly returned in recent years, proving that the 2000s just can't be shaken.

Is 80s fashion making a comeback? ›

One thing's for sure: '80s fashion is back! Except the 21st century's take on the period's style is sleeker, sexier, and more versatile than ever. Ahead, we rounded up some of our favorite '80s trends, inspired by iconic stars of the decade, to revive in 2024.

Does Gen Z wear bras? ›

Gen Z is embracing a taboo new trend and there's not an underwire in sight. The hashtag 'No Bra' has been used more than 600 million times on TikTok and young women are sharing their bra-free buxom lewks.

Why do Gen Z wear hoodies? ›

But why are Millennials and Gen Z flocking to hoodies like bees to honey? 🐝 Let's break it down: 1️⃣ Comfort is King: In a world that's constantly on the move, comfort reigns supreme. Hoodies offer the perfect blend of coziness and style, whether you're lounging at home or hitting the streets.

What's trending in 2024? ›

So what will we wear this year? Mirroring spring's clear skies, bright blue and crisp white are trending for the months ahead. Preppy fashion is also enjoying a major moment, giving you the go-ahead to dress like a more stylish high-school athlete.

How to look like a 90s girl? ›

18 of the Best 90s Fashion Trends We'd Still Wear Today (and Do)
  1. Bucket Hats. We can't talk about 90s fashion and not mention the iconic bucket hat. ...
  2. Baby Tees. Midriffs were all the rage when it comes to '90s fashion trends. ...
  3. Slip Dresses. ...
  4. Thick Headbands. ...
  5. Bike Shorts. ...
  6. Combat Boots. ...
  7. Claw Clips. ...
  8. Velvet Suits.
Mar 14, 2023

Is Y2K fashion 90s? ›

The name "Y2K" referring to the year 2000 with fashion that provides nostalgic notes from late 90s to early 00s pop culture - think Paris Hilton, Britney Spears and Christina Aguilera in their maximalist silhouettes.

When did the 90s end? ›

The 1990s (often referred to as the "'90s" or "Nineties") was a decade that began on January 1, 1990, and ended on December 31, 1999. Known as the "post-Cold War decade", the 1990s are culturally imagined as the period from the Revolutions of 1989 until the September 11 attacks in 2001.

What old trend is coming back these days? ›

Tie-Dye. Tie-dye, another iconic trend from the '70s, has recently taken over the fashion industry again. The unique, colorful, and psychedelic patterns that were once a symbol of peace and love are now seen on everything from T-shirts to dresses and even accessories.

Is retro making a comeback? ›

A rising curiosity in capsule wardrobes and acutely aware procuring has had many individuals gravitating towards high quality over amount.

What era of fashion is back? ›

While Y2K and '90s fashion have been big in recent years, '80s looks are also making a comeback — particularly for 2023. This year already feels bolder than in years past with bright geometric patterns, dance-inspired looks, and more of those oversized blazers (with or without shoulder pads).

Is the 70's style coming back? ›

While some might've been happy to see the back of flared trousers and platform boots, the groovy styles of a decade that finished over five decades ago are now trending again in 2023. You might already have some items in your wardrobe that originated in the '70s and not even realise it.

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