10 Bizarre ’50s & ’60s Fashion Trends That Returned And 5 That Shouldn’t

Fashion is a fickle creature, forever recycling trends like a stylish time traveler with a short memory. What was once passé suddenly becomes the hottest look again—sometimes for better, sometimes for why-did-we-bring-this-back worse.

The 1950s and 1960s gifted us timeless elegance, but they also introduced some truly head-scratching styles that, against all odds, have resurfaced in modern wardrobes. From structured silhouettes and pillbox hats to wild prints and exaggerated collars, some of these trends are making a triumphant return, while others feel like fashion’s version of a bad joke.

Who asked for plastic dresses, over-the-top bouffants, or socks with heels? Yet, here they are, parading down the runway once again.

So, fasten your (wide, way-too-tight) belt, and let’s strut down memory lane as we revisit 15 bizarre fashion trends from the ‘50s and ‘60s—some worth reviving, others best left in the attic!

1. Cat-Eye Glasses

Cat-Eye Glasses
© SelectSpecs

Cat-eye glasses once perched on the noses of ‘50s icons, adding an air of mystery and allure. Today, these dramatic, upswept frames have leapt back into mainstream fashion. With their bold lines and playful charm, they’re a favorite among vintage-loving fashionistas everywhere.

Whether you’re channeling your inner Marilyn Monroe or simply embracing a quirky edge, these specs are making a statement. They’re the perfect blend of sass and style, offering a wink to the past while enhancing modern wardrobes.

Walking down the street, these glasses don’t just help you see better; they help others see you better — as a stylish connoisseur of retro chic. So, put on a pair and enjoy the view through these fashion-forward frames. Because, in the world of eyewear, cat-eyes are the cat’s meow! So why not accessorize with a dash of old-school glamour?

2. High-Waisted Pants

High-Waisted Pants
© Vintage Lifestyle

High-waisted pants were the toast of the town back in the ‘50s, hugging waists tighter than a long-lost friend. Fast forward to today, and they’re back — cinching waists and turning heads. From mom jeans to tailored slacks, these high-risers are a testament to the timeless appeal of a defined waistline.

These pants do more than just highlight your figure; they offer an abundance of styling opportunities. Pair them with a tucked-in blouse or crop top to truly embrace their silhouette-enhancing magic. Whether you’re dressing for a casual day out or a more formal occasion, high-waisted trousers are your versatile go-to.

So, next time you’re peering into your closet wondering what to wear, remember: the only way is up — high-waisted, that is. Because in the fashion game, sometimes it pays to keep your waist above the rest.

3. Peter Pan Collars

Peter Pan Collars
© Little Eglantine

Once upon a time, Peter Pan collars fluttered their way into the fashion scene, bringing a touch of whimsy and innocence. Today, these rounded collars have made a charming comeback, gracing everything from indie fashion to high-end designer collections.

The beauty of a Peter Pan collar lies in its simplicity — sweet, innocent, and just the right side of childish. It’s the kind of detail that adds a playful twist to an otherwise ordinary outfit. Whether on a dress, blouse, or even a sweater, this collar is a delightful nod to the past.

If you’re looking to sprinkle a bit of fairy tale magic into your wardrobe, why not opt for a piece adorned with this iconic collar? After all, who says growing up means leaving behind all things fanciful? Embrace your inner child and let your style take flight with Peter Pan collars.

4. Pencil Skirts

Pencil Skirts
© Styling Outfits

Pencil skirts are the ultimate throwback to the ‘50s secretary aesthetic — tight, knee-length, and undeniably chic. These skirts have strutted back into modern fashion, offering a sophisticated silhouette for business and casual wear alike.

With their figure-hugging design, pencil skirts are perfect for those looking to make a sleek statement. Whether you’re pairing them with a blouse for the office or a casual top for a night out, they deliver an effortlessly polished look.

Versatile and timeless, these skirts prove that you don’t have to sacrifice style for professionalism. So, if you’re aiming to add a touch of elegance to your wardrobe, the pencil skirt is your best bet. It’s proof that sometimes, the simplest designs make the most significant impact.

5. Bold Polka Dots

Bold Polka Dots
© Nanny McPhee

Polka dots popped onto the scene in the ‘50s, turning heads with their playful patterns. Fast forward to today, and they’re back with a vengeance, dotting dresses, skirts, and even accessories with their distinctive flair.

These bold spots are more than just a pattern; they’re a statement. Whether you’re donning a classic polka dot dress or accessorizing with spotted scarves or bags, this print promises to add a touch of whimsy to your ensemble. It’s a trend that refuses to be ignored, embracing a sense of fun wherever it goes.

Looking to add a splash of playful style to your wardrobe? Opt for polka dots and watch your outfit transform from drab to fab in no time. After all, life’s too short for boring clothes, so why not live a little and embrace the dots?

6. Mod Mini Dresses

Mod Mini Dresses
© Vintage Sewing Pattern Company

The mod mini dress was a defining look of the ‘60s, and it’s no surprise that it’s sashayed back into the fashion spotlight. These sleek, A-line dresses in bold colors and patterns have become a streetwear favorite, especially among retro-loving brands.

What makes the mod mini dress so captivating is its simplicity combined with its boldness. It’s a look that screams confidence and individuality, perfect for those who aren’t afraid to stand out. Pair it with knee-high boots or chic flats, and you’re ready to hit the town in style.

For anyone looking to inject a bit of retro flair into their wardrobe, the mod mini dress is a must-have. It’s a celebration of vibrant fashion and a reminder that sometimes, less is indeed more. So go ahead, take a fashion cue from the ‘60s and strut with confidence.

7. Wide-Leg Trousers

Wide-Leg Trousers
© Pinterest

Wide-leg trousers have swirled back into the fashion scene, offering a modern twist on the classic bell-bottoms from the ‘60s. Today’s versions boast a more structured silhouette, providing both comfort and style in one chic package.

These trousers aren’t just about making a fashion statement; they’re about freedom of movement. The flowing fabric allows for unrestricted steps, perfect for those who want to strut with purpose. Pair them with a fitted top or blazer to highlight their roominess and balance your outfit.

For those looking to add a touch of elegance to their wardrobe, wide-leg trousers are a versatile choice. They effortlessly transition from day to night, making them a staple for any fashion-forward individual. In the world of fashion, sometimes wider is better, and these trousers prove just that.

8. Shift Dresses

Shift Dresses
© Ashley Brooke Designs

Shift dresses were the embodiment of the free-spirited ‘60s, and they’ve twirled back into our closets with a chic, minimalist flair. These dresses are all about simplicity, offering a clean silhouette that speaks to effortless style.

What makes shift dresses so appealing is their versatility. They’re perfect for any occasion — from casual outings to more formal events. With the right accessories, these dresses can be dressed up or down, making them an essential for any wardrobe.

If you’re looking to embrace a more relaxed yet stylish look, shift dresses are the way to go. They’re proof that fashion doesn’t have to be complicated to be impactful. So, slip into a shift dress and let your style speak for itself, because sometimes, less truly is more.

9. Bouffant & Beehive Hairstyles

Bouffant & Beehive Hairstyles
© Wavy Hair Style

Bouffant and beehive hairstyles were the crowning glory of the ‘60s, and they’ve made a teased and tousled return to the fashion forefront. These voluminous hairdos scream glamour and drama, perfect for those looking to make a bold statement.

While they may require a bit more effort than your average hairstyle, the result is worth it. With the right styling and a generous amount of hairspray, you can achieve the perfect beehive or bouffant that turns heads wherever you go.

So, if you’re feeling daring and ready to embrace a bit of retro flair, why not give these hairstyles a whirl? After all, in the world of hair, bigger is often better, and these styles prove just that. Get ready to reach new heights with your hair, both literally and figuratively.

10. Dramatic Winged Eyeliner

Dramatic Winged Eyeliner
© Vintage Lifestyle

Dramatic winged eyeliner is a look that soared in the ‘60s and continues to fly high today. This exaggerated eyeliner style adds a touch of drama to any makeup look, making it a favorite among celebrities and beauty enthusiasts alike.

The beauty of winged eyeliner lies in its versatility. Whether you’re going for a subtle flick or a bold wing, this style can be tailored to suit any occasion. Pair it with a nude lip for a classic look or a bold lip for something more daring.

If you’re looking to up your makeup game, why not experiment with winged eyeliner? It’s a look that never goes out of style and always makes a statement. So, grab your eyeliner and get ready to wing it, because in the world of beauty, sometimes it’s all about the eyes.

11. Cone Bras & Bullet Bras

Cone Bras & Bullet Bras
© Esty Lingerie

Cone bras and bullet bras were the talk of the town in the ‘50s, creating a silhouette that was as futuristic as it was pointy. Though they’ve made a cheeky comeback in some circles, these ultra-structured bras are best left for themed parties and costume events.

While they certainly add a dash of retro drama, they’re not the most practical for everyday wear. The structured design can feel restrictive, and let’s face it, not everyone is ready to embrace such a bold look on a daily basis.

In the grand scheme of fashion, some things are best left in the past. If you’re craving a touch of vintage flair, there are plenty of other ways to incorporate it without going full cone. So, hang up those pointy bras and opt for styles that offer comfort without compromising on style.

12. Plastic Dresses

Plastic Dresses
© Goodwood

In an era where futuristic fashion was all the rage, the ‘60s birthed the curious trend of plastic dresses — shiny, see-through, and utterly impractical. While they’ve made sporadic appearances on runways, these dresses are best viewed as fashion relics rather than wardrobe staples.

The main issue with plastic dresses is their discomfort — they trap heat and restrict movement, making them less than ideal for daily wear. Not to mention, they don’t exactly scream eco-friendly, which is a significant concern in today’s fashion world.

For those who wish to explore avant-garde fashion, there are plenty of innovative materials out there that offer both style and comfort. So, let’s leave plastic dresses where they belong — in the pages of vintage fashion magazines. After all, fashion should make you feel good, not like you’re wrapped in cellophane!

13. Extreme Girdles & Corsets

Extreme Girdles & Corsets
© What Katie Did

Extreme girdles and corsets were once the hidden foundation of the ‘50s fashion scene, squeezing waists into impossibly tiny silhouettes. While they’ve had a resurgence in certain fashion circles, these restrictive undergarments are better left in the annals of fashion history.

The discomfort and health risks associated with these items are well-documented, and today’s focus on body positivity offers a much healthier alternative. Instead of squeezing into shape, why not celebrate your natural curves and embrace comfortable, flattering styles?

If you’re drawn to the structure and support of corsetry, there are modern designs that offer comfort without the constraints. So, rather than being bound by the past, look to the future of fashion, where comfort and style coexist harmoniously.

14. Men’s Short Shorts

Men's Short Shorts
© Carry It Like Harry

Once strutting confidently along the beaches and streets of the ‘60s, ultra-short shorts for men have made a cheeky comeback. While they offer a nod to nostalgic summer days, modern tastes suggest a slightly longer, tailored version is a more flattering choice.

The appeal of short shorts lies in their carefree vibe, but they can be a bit too revealing for some. Today’s fashion offers a variety of lengths that maintain that relaxed summer feel without compromising on style.

So, if you’re considering adding some retro flair to your summer wardrobe, opt for a length that balances comfort and confidence. Because in the world of shorts, sometimes a little more fabric goes a long way in keeping things stylish and classy.

15. Paper Dresses

Paper Dresses
© YouTube

Believe it or not, disposable paper dresses were a fad in the ‘60s, marketed as a wear-once-and-toss convenience. While they might seem like a fun throwback, these dresses are best left in the past due to their environmental impact and fragility.

Though they captured the spirit of the times, focusing on convenience and novelty, paper dresses were neither practical nor sustainable. They tear easily and contribute to waste, which is why modern fashion has moved towards more eco-friendly materials.

For those who love the idea of playful, whimsical fashion, there are plenty of sustainable options that deliver style without the waste. So, let’s turn the page on paper dresses and embrace fashion that’s as kind to the planet as it is to our sense of style.