1950s Style Fashion Comeback

If I could choose to dress in a themed style every day and not draw too much attention from the moms at school, I would dress in gothic grunge or the haute couture of the 1950s. I know, I know, this probably surprises you, but as some of you long time readers know, I was bullied in 6th grade and felt the pressure to conform look-wise, to minimize the low blow insults from the popular crowd. Nonetheless, my love for unique vintage fashion or dark mysterious drab still runs deep, so I figured I would write a 1950s comeback post to share some of the most popular trends of the era, as well as my new Halloween look. Because hey, we all know mysterious drab is always accepted in the month of October!

1950s Style Fashion

Here are some of my favorite fascinators:

Top Fashion Trends of the 1950s

The 1950s was a decade marked by significant shifts in fashion, with styles that were influenced by post-World War II optimism and a desire for change and prosperity. Here are some of the top fashion trends of the 1950s, as well as some cute fashion items I picked up from Unique Vintage!

Full Skirts and Nipped Waists

The iconic silhouette of the 1950s featured full, voluminous skirts that were often achieved with the help of crinolines or petticoats. These skirts were paired with nipped-in, cinched waists, creating an hourglass figure.

Pencil Skirts

While full skirts were popular, the 1950s also saw the rise of the pencil skirt. These narrow, form-fitting skirts were typically worn with blouses or sweaters tucked in and accentuated the natural curves of a woman’s body.

Bobby Socks and Saddle Shoes

For a more casual look, teenagers often wore bobby socks (folded-down ankle socks) with saddle shoes (like the ones I wore in Catholic elementary school.) Saddle shoes are a two-toned, usually black and white, lace-up style shoe.

Capri Pants

Capri pants, also known as pedal pushers, became a popular choice for women’s casual wear. They were typically cropped just below the knee and were often worn with blouses or sweaters.

Swing Dresses

Swing dresses were flowy, knee-length dresses that were comfortable and easy to move in. They became popular for everyday wear and dancing.

Rockabilly and Greaser Styles

Inspired by the emerging rock ‘n’ roll music scene, the 1950s saw the rise of rockabilly and greaser fashion. This included leather jackets, cuffed jeans, and pompadour hairstyles for men. We have all seen and fallen in love with the 1950s Elvis Presley.

Hats and Gloves

Hats were an essential accessory in the 1950s. Women often wore pillbox hats, berets, and wide-brimmed hats. Gloves were also a common accessory, especially for formal occasions. I personally have always loved a fascinator!

The bodysuit I am wearing above is sold out so here are some great alternatives:

Glamorous Evening Gowns

For formal events and evenings out, women favored glamorous and elegant evening gowns. These gowns featured luxurious fabrics, intricate detailing, and often had a fitted bodice and full skirt.

Twin Sets

The twin set, consisting of a matching cardigan and sleeveless top, was a popular choice for women’s fashion in the 1950s in both the casual and semi-formal wear categories.

Cat-Eye Glasses

Cat eye glasses frames with upswept corners became a fashionable eyewear choice for women.

New Fabrics and Patterns

The 1950s saw the introduction of new synthetic fabrics like nylon and polyester, which were used in a wide range of clothing. Polka dots, gingham checks, and floral patterns were popular print choices.

Glamorous Outerwear

No 1950s-inspired look is complete without a touch of Old Hollywood glamour. Channel your inner Marilyn Monroe with a dramatic collared faux fur leopard coat by SpiritHoods, perfect for adding that movie-star moment to your swing dress or pencil skirt. Whether you’re strutting into a fabulous party or just embracing your vintage vixen era, a bold animal print coat brings the perfect mix of elegance and edge. SpiritHoods’ leopard faux fur coats are especially luxe, and ideal for layering over your super chic ensemble or your everyday retro look.

Hairstyles and Makeup

Women’s hairstyles often included soft curls, victory rolls, and bouffants. Red lipstick and dramatic eyeliner were common makeup choices.

Youthful Fashion

Teenagers had their own unique fashion trends, including poodle skirts, letterman jackets, and saddle shoes for girls, while boys often wore jeans and T-shirts with rolled-up sleeves.

Menswear-Inspired Fashion

Some women embrace the teddy boys fashion trend and the 1950’s masculine youth culture by pairing tailored blazers, slacks, and loafers with sophisticated leather accessories. The perfect example of this are the 1950s styles of Marlon Brando and James Dean.

These are just a few of the fashion trends that defined the 1950s. The decade was characterized by a variety of styles, from the elegance of Dior’s “New Look” to the rebellion of rock ‘n’ roll fashion, reflecting the changing cultural and social landscape of the time.

Unique Vintage Spooky Styles

Pencil skirts and rockabilly fashion were pretty popular trends of the 50s as well so I hit up Unique Vintage to pick up these staples with a spooky twist for Halloween this year. I am Jack’s room mom so I figured this would be the perfect outfit for his Halloween school activities.

Featured Above Jack-O-Lantern Skirt and Stay Spooky Shirt.

How To Dress Like The 1950s

Dressing like the 1950s is all about embracing a feminine, polished silhouette that highlights the waist and celebrates classic elegance. Think fit-and-flare dresses, full circle skirts, and high-waisted pencil skirts paired with tucked-in blouses or cropped cardigans. Structured tailoring was key during this era, so cinched waists, defined bustlines, and softly flared hems created that iconic hourglass shape. Fabrics often featured playful prints like polka dots, gingham, or florals, while solid pastels and bold reds were equally popular. Complete the look with timeless accessories such as cat-eye sunglasses, pearl necklaces, silk scarves, and low heels or ballet flats. Hair and makeup were just as important — soft curls, victory rolls, winged eyeliner, and a classic red lip instantly transport any outfit straight back to the fabulous 1950s.

Highlight the Waist

The signature of 1950s style is a defined waist, so silhouettes that cinch or taper at the midsection are key. Look for fit-and-flare dresses, belted shirt dresses, or high-waisted skirts paired with tucked-in tops. Even adding a slim belt to a simple dress can instantly create that classic hourglass shape the decade is known for.

Choose Structured, Feminine Silhouettes

1950s fashion favored structure over slouchy or oversized fits. Full skirts, tailored blouses, and pencil skirts help create a polished, intentional look. The goal is to appear put-together and graceful, with clean lines that flatter the body rather than hide it.

Embrace Vintage-Inspired Prints and Fabrics

Playful prints like polka dots, gingham, florals, and subtle stripes were staples of the era. These patterns add charm and authenticity while keeping outfits light and feminine. Cotton, tulle, and structured fabrics work especially well for recreating that classic 1950s aesthetic.

Accessorize with Timeless Details

Accessories were never an afterthought in the 1950s — they completed the look. Pearl necklaces, silk scarves, cat-eye sunglasses, and structured handbags add instant vintage flair. Even simple outfits feel elevated when finished with thoughtful, era-appropriate accessories.

Finish the Look with Hair, Makeup, and Shoes

Hair and makeup play a major role in achieving a true 1950s vibe. Soft curls, victory rolls, winged eyeliner, and a bold red lip bring the entire look together. Pair your outfit with ballet flats, kitten heels, or classic pumps to maintain elegance while staying comfortable and era-accurate.

1950s Outfit Ideas

Fit-and-Flare Full Skirted Dress with Heels

A fit-and-flare dress is one of the most iconic looks of the 1950s, designed to accentuate the waist and create a soft, feminine silhouette. Choose styles with sweetheart or boat necklines and playful prints like polka dots or florals. Finish the look with kitten heels or classic pumps and a slim belt for a timeless, elegant ensemble.

Full Circle Skirt and Tucked-In Blouse

A full circle skirt paired with a crisp, tucked-in blouse captures the charm and movement of 1950s fashion. You can see the perfect example of this look in the way Hubert de Givenchy dressed Audrey Hepburn. Talk about fashion icons! These outfits works beautifully with lightweight fabrics that allow the skirt to flow naturally. Add a short cardigan, ballet flats, and a pearl necklace for an effortlessly classic daytime look.

High-Waisted Pencil Skirt and Fitted Top

For a more refined and glamorous take on 1950s style, opt for a high-waisted pencil skirt paired with a fitted blouse or knit top. This look highlights curves while maintaining a sleek, tailored appearance. Complete the outfit with pointed-toe heels, a structured handbag, and bold red lipstick for true vintage appeal.

Cropped Cardigan and a HIgh waist and full Skirted bottom

Cropped cardigans were a staple layering piece in the 1950s and pair perfectly with swing skirts or full skirts. This outfit strikes the balance between casual and polished, making it ideal for everyday wear. Choose soft pastel colors or classic neutrals and accessorize with cat-eye sunglasses for a playful retro touch.

Capris with a Fitted Top and Flats

For a casual 1950s-inspired outfit, capri pants paired with a fitted top offer a relaxed yet stylish option. Popularized by icons of the era, this look feels effortless while still maintaining structure. Finish with ballet flats, a silk scarf tied at the neck, and subtle jewelry for a chic vintage-inspired vibe.

Hope you love these 1950s comeback styles.
Feel free to pin the image below to share on your favortie 50s Pinterest board.

Please Note: I always strive to provide accurate and helpful information, but just a quick heads-up—I’m a blogger, not a doctor, lawyer, CPA, or any other kind of certified professional. I’m here to share my experiences and insights, but please make sure to use your own judgment and consult the right professionals when needed.  

Also, I accept monetary compensation through affiliate links, advertising, guest posts, and sponsored partnerships on this site, however I am very particular about the products I endorse and only do so when I am truly a fan of the quality and result of the product.

City Chic Living - About Alexandra Nicole

Hi! I'm Alexandra

I am a middle aged mom of three, author, and entrepreneur from Memphis, Tennessee. I fill my days pursuing the dream of being my own boss as a full time CEO and sensory marketing specialist while spending my evenings playing superheros, helping with homework, making dinner, and tucking in my littles.

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