How to Rock '50s Men's Style Like a Modern Pro?

Some looks remain timeless, and the elegant, rebellious style of the 1950s is one of them. The classic cuts, attention to detail and distinctive silhouettes of this era still have a magnetic appeal and represent a blend of sophistication and casualness that now resonates with men as well. Whether you're a fan of rugged rockabilly or flashy Ivy League prep, '50s men's style is full of wardrobe inspiration.

Prosperity after World War II led men to move beyond practicality, especially as fabric prices fell. This wasn't just a straight-laced ten-year process mad man genres, but also striking individuality, from James Dean's cool denim and leather to Cary Grant's luxurious suits. While their fits may not seem mainstream at the moment (although they're sure to make a comeback in some form), elements of '50s men's style are quietly making a comeback in certain circles, appealing to anyone looking for a certain timelessness.

Why the objection? Aren't we done with skinny ties? Yes and no. Currently, 50s style is almost an anti-trend; a refreshing contrast to today's looser, athleisure-heavy wardrobes. Social media has derisively, affectionately, or both branded it an “old money aesthetic.” But combining these looks can make you stand out without having to try too hard. Whether you love a tailored silhouette or vintage accessories (watch obsessives, take notes), embracing mid-century influences can ground your wardrobe in originality. Here, we explain what defined '50s men's style and how you can unlock its essence today.

What Was Men's Style Like in the 50s?

The 1950s were a transformative period in men's style, blending post-war conservatism with an independent streak. You had a clean-cut, tailored look influenced by military precision; Think crisp suits, structured blazers and high-waisted trousers, all part of a “gentleman's wardrobe.” Celebrities like Cary Grant and Gregory Peck defined this stylish look, setting the standard for male elegance. Meanwhile, the Ivy League look, rooted in campus style, included loafers, chinos, button-down shirts and letterman jackets; Consider Ed Helms' character Andy Bernard. Office.

But the '50s also saw the rise of the OG rock 'n' roll culture, bringing a bold, rebellious edge. Inspired by the likes of James Dean and Marlon Brando, this greasy aesthetic leaned towards leather jackets, white T-shirts, cuffed jeans and combat boots; This style can now be easily found on men as well. These were essential pieces for the man who wanted to exude untamed confidence. The Dean's role here Rebel Without a Cause immortalized this look, giving men permission to experiment.

Related: I Wear-Tested Dozens of Leather Jackets. Here are the Best of 2024

The latest revival of '50s men's style isn't exactly a big boom mad man The parties were held in the 2000s, but feature many men who want to look good without embracing the fast fashion and tech-focused athleisure style of the day. Vintage looks like cuffed jeans, leather jackets and classic suit cuts offer endless appeal. It's more than just looking retro; It's a statement that quality, individuality and classic appeal never go out of style. As Taylor Swift once told us, “You've got long hair, slicked back, white t-shirt.” If you're a guy who's tired of fad trends, '50s style is a great way to discover clothes that never stop being cool.

How to Wear Men's '50s Style Now: Tips and Products

The key to bringing '50s style into the present is to keep the look elegant yet versatile by combining timeless elements with a fresh, updated twist. Here's a guide to channeling '50s menswear without looking like you walked out of a vintage catalog as Eisenhower.

clothes

Start with the basics: Clean-lined tailored pieces are at the heart of '50s fashion. As an alternative to the loose-fitting cuts of recent years, choose high-waist, tight trousers that offer a more flashy silhouette. For a classic look, choose darker shades like charcoal or navy that can easily be worn as tops or bottoms. Pair them with a fitted white shirt or a lightweight sweater in neutral tones for a modern feel.

For outerwear, consider adding a fitted bomber jacket or leather biker jacket to your collection. These were staples of the rebellious aesthetic of the '50s and could bring a different attitude when paired with modern pieces. Of course, James Dean and Marlon Brando popularized the look, and today brands like Slowear offer options that will last for years. Remember it's all about balance. Instead of trying to replicate the look head-to-toe, layer in elements that complement your personal style (you don't want to make it Halloween unless it's Halloween). Instead of opting for a full suit reminiscent of Gary Cooper, grab tailored trousers and pair them with a fitted T-shirt or modern jacket. This fusion allows you to embrace vintage inspiration without looking like your grandfather.

Slowear Suede Bomber Jacket

Nudie Jeans Plain Dean Gray Steel

Monochrome Navy Blue Double Breasted Blazer

Slowear Slim Fit Cashmere and Silk Turtleneck Sweater

Accessories

Accessories bring out the spirit of the 50s and add personality to your outfit without becoming a full-blown commitment. A classic wristwatch, such as models with a stainless steel or leather band, adds an air of sophistication and a truly vintage feel. Avoid digital or overly flashy watches; the goal is to keep it simple and elegant.

For shoes, loafers and brogues, which were popular in the 50s, are easy to incorporate into your wardrobe even now. Loafers work well for a casual, Ivy League-inspired vibe; brogues or even a polished pair of Oxfords can elevate smart casual or business casual. Ryan Gosling's retro style La La Land A great example with high waisted trousers and loafers. It shows how 50s men's style can be effectively transferred to today's world. If you're channeling rockabilly, consider well-constructed boots to complement your jeans and leather jacket.

One final touch: sunglasses. A pair of wayfarers or aviators will not only protect your eyes, but will also add an effortlessly cool touch to your look. Brands like Neven are perfect for capturing that vintage aesthetic without sacrificing quality. Timothée Chalamet has a passion for vintage-inspired accessories and is often seen wearing statement sunglasses and quirky ties, blending them with modern silhouettes that evoke the fun side of '50s style.

Neven Gold Rush Sunglasses

Vionic Lombard Oxford Lace-up Shoes

Seiko Presage Cocktail Watch GMT Time

Atlant Helsinki Sunglasses

Discover Le Chameau 7″ Low Boots

Hair and Care

Hair was an important part of 50s style and many of the classic cuts are back. The decade's cultural shift away from wartime austerity encouraged a more sophisticated aesthetic. For men, this meant adopting sleek, sleek hairstyles, often with the use of pomade to achieve a slicked-back look or a Pompadour, exemplified by figures such as Elvis Presley. Think side parts and straight cuts; Hairstyles that give confidence and elegance. When creating the ultimate '50s men's haircut, a high-shine pomade keeps it modern and controlled. Philip B. Styling Gel is perfect for those looking for a firmer hold; because this gel helps achieve a Pompadour or slicked-back hair with little effort. If you prefer a more natural and effortless style, you can also choose a looser side part. For facial hair, keep it minimal and well-groomed; A clean shaven or a short, neat beard is ideal to match the sleek, structured aesthetic.

Philip B. Styling Gel

Le Labo Shaving Cream

Le Labo Sculpting Concrete

Why Should You Trust Me?

I have an extensive background in fashion journalism and experience across a variety of publications. Vogue, Harper's Bazaar, Business Insider and MEL Magazine. Especially when discussing classic styles like '50s men's fashion, I bring a comprehensive understanding of the cultural trends and historical contexts that influence fashion choices (and yes, I can tell you all about how the look comes back again and again). Additionally, I stay up to date on current trends and products, attend fashion weeks around the world twice a year, and provide well-researched insights from the runway. My writing is driven by a keen eye for detail and a passion for helping others achieve the look they desire.

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