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Dressing Like the Legends: Channeling the Style of Classic Attorneys

In the legal profession, a well-crafted image can be as compelling as a well-crafted argument. Throughout history, certain attorneys have left indelible marks not only through their legal prowess but also through their impeccable sense of style. These classic attorneys understood that how they presented themselves was an extension of their professional persona, a silent yet powerful statement of their confidence and competence. In this article, we delve into the iconic styles of some legendary attorneys and explore how modern lawyers can emulate their timeless looks while maintaining a contemporary edge.

Icons of Legal Style

Clarence Darrow: The Iconoclast

Clarence Darrow, one of America's most famous defense attorneys, was known for his unconventional style both in and out of the courtroom. Defending high-profile cases like the Scopes Monkey Trial, Darrow's appearance was as unorthodox as his methods.

Style Breakdown:

  • Suits: Darrow favored rumpled, slightly worn suits, which gave him an approachable, everyman appeal. He often chose lighter shades of gray and brown.

  • Shirts and Ties: He preferred white shirts with soft collars and unpretentious, simple ties.

  • Accessories: Darrow was known for his bow ties and suspenders, adding a touch of old-world charm to his ensemble.

Modern Take: To emulate Darrow’s relaxed yet confident style, opt for suits in earthy tones like light gray or taupe. Choose a more fitted silhouette to keep the look modern, but ensure the fabric has a relaxed drape. Pair these with white or cream shirts and consider bow ties for a nostalgic touch. Suspenders can be incorporated, but ensure they are slim and understated.

Thurgood Marshall: The Trailblazer

Thurgood Marshall, the first African American Supreme Court Justice, was renowned for his powerful presence and impeccable style. His dress sense was a blend of classic sophistication and understated elegance, reflecting his groundbreaking role in American legal history.

Style Breakdown:

  • Suits: Marshall favored dark, conservative suits in navy and charcoal, reflecting his serious and dignified demeanor.

  • Shirts and Ties: He often wore crisp white shirts and dark ties, sometimes with subtle patterns.

  • Accessories: Marshall's glasses became a signature part of his look, symbolizing his intellectual prowess.

Modern Take: To channel Marshall’s dignified style, invest in well-tailored dark suits. Navy and charcoal are essential colors. Pair these with sharp white shirts and dark, patterned ties. For a modern twist, slim down the tie width and opt for fitted, contemporary cuts. Round off the look with a pair of classic, understated glasses.

Ruth Bader Ginsburg: The Maverick

Ruth Bader Ginsburg, affectionately known as RBG, was a Supreme Court Justice whose sense of style became almost as legendary as her legal opinions. Her distinctive collars and elegant judicial robes reflected her unique blend of fierceness and grace.

Style Breakdown:

  • Robes and Collars: Ginsburg's judicial collars were symbolic and varied, often handmade and gifted. Each had a specific meaning and was worn for different occasions.

  • Courtroom Attire: Under her robes, Ginsburg wore dark suits and dresses, maintaining a professional and dignified appearance.

Modern Take: To capture Ginsburg’s iconic style, focus on statement accessories. While her judicial collars are unique, incorporating distinctive necklaces or brooches can add a personal touch to a standard suit. Choose dark, well-fitted suits or dresses and keep the rest of the outfit simple to let the accessories shine.

Johnnie Cochran: The Showman

Johnnie Cochran was a defense attorney known for his role in high-profile cases such as the O.J. Simpson trial. His style was as flamboyant as his courtroom presence, characterized by bold choices and a flair for the dramatic.

Style Breakdown:

  • Suits: Cochran favored brightly colored suits and bold patterns, often in striking colors like royal blue and deep burgundy.

  • Shirts and Ties: He wore contrasting shirts and ties, often incorporating vibrant hues and intricate patterns.

  • Accessories: Cochran's pocket squares and cufflinks added an extra layer of sophistication and flair.

Modern Take: To incorporate Cochran’s bold style without overwhelming your professional image, choose one statement piece per outfit. A deep blue or burgundy suit can be toned down with a white shirt and a patterned tie. Use pocket squares and cufflinks to introduce color and personality. Ensure the fit is impeccable to maintain a polished appearance.

Sandra Day O’Connor: The Pioneer

Sandra Day O’Connor, the first woman appointed to the U.S. Supreme Court, exemplified a style that was both professional and approachable. Her attire balanced authority with a sense of grace.

Style Breakdown:

  • Suits and Dresses: O’Connor wore conservative suits and dresses, often in muted colors like navy, grey, and black.

  • Shirts and Blouses: She preferred high-neck blouses and simple, elegant tops.

  • Accessories: O’Connor’s style was minimalistic, with few but carefully chosen accessories.

Modern Take: To emulate O’Connor’s professional elegance, focus on classic suits and dresses in neutral tones. Pair them with high-neck blouses and keep accessories minimal. A simple pair of pearl earrings or a delicate bracelet can add a touch of sophistication without drawing too much attention.

Dressing Like a Classic Attorney Today

Choosing the Right Suit

The cornerstone of any classic attorney's wardrobe is the suit. Here’s how to choose one that channels the timeless style of the legends while staying contemporary.

Fabric and Fit:

  • Wool: Opt for wool or wool-blend fabrics for durability and comfort. Wool suits are versatile and suitable for all seasons.

  • Fit: A modern fit is crucial. Ensure the suit is tailored to your body, with a slim but not tight fit. The shoulders should sit perfectly, and the jacket should taper slightly at the waist.


  • Navy and Charcoal: These colors are the most versatile and professional. They work well for any formal occasion and can be paired with a variety of shirts and ties.

  • Gray and Black: While black suits are more formal, they are perfect for evening events or court appearances. Light gray suits can offer a fresh, modern look.

Shirts and Blouses

Your choice of shirt or blouse can greatly influence the overall look of your suit.

For Men:

  • White and Light Blue: These are the most versatile colors, suitable for any suit. They convey professionalism and are easy to match with ties.

  • Patterns: Subtle stripes or checks can add interest without being too bold. Ensure the pattern doesn’t clash with the suit or tie.

For Women:

  • High-Neck Blouses: These are elegant and professional, offering a polished look when paired with suits.

  • Soft Colors: Blouses in white, cream, or pastel shades can add a touch of femininity while maintaining professionalism.

  • Details: Ruffles, bows, or lace can add subtle interest without being overpowering.

Ties and Accessories

Accessories can make or break an outfit. They should complement your look and add a touch of personality.

For Men:

  • Ties: Stick to solid colors, subtle patterns, or classic designs like stripes and dots. Ensure the tie width matches the suit’s lapel.

  • Pocket Squares: A white pocket square is classic, but you can experiment with colors and patterns as long as they complement your tie and suit.

  • Cufflinks: Simple and elegant designs are best. Silver or gold tones work well with most suits.

For Women:

  • Jewelry: Keep it minimalistic. Simple stud earrings, delicate necklaces, and classic watches are ideal.

  • Scarves and Brooches: A silk scarf or a brooch can add a personal touch to a suit. Choose understated designs that enhance your outfit without overpowering it.

Shoes and Bags

Quality footwear and bags are essential for completing the look.

For Men:

  • Oxfords and Brogues: These are the go-to styles for formal attire. Stick to black or brown leather.

  • Loafers: Suitable for less formal settings, loafers should be high-quality and polished.

For Women:

  • Pumps and Flats: Classic pumps in black or nude are versatile and professional. Pointed-toe flats are a comfortable yet stylish alternative.

  • Handbags: A structured handbag or briefcase in a neutral color completes the professional look. Ensure it’s large enough to carry essentials but not too bulky.

Maintaining Your Wardrobe

Investing in quality pieces is just the first step; maintaining them is equally important.


  • Dry Cleaning: Avoid frequent dry cleaning, as it can wear out the fabric. Spot clean when necessary and use a steamer to remove wrinkles.

  • Storage: Use wooden hangers to maintain the shape of your suits. Store them in garment bags to protect from dust and moths.


  • Multiple Suits: Having a few suits in rotation helps reduce wear and tear. This also allows you to mix and match pieces for different looks.


  • Tailoring: Regularly check your suits for any signs of wear or fit issues. A good tailor can make adjustments to keep your suits looking sharp.

  • Shoe Care: Polish your shoes regularly and use shoe trees to maintain their shape. Replace the soles when they start to wear out.

Embracing Modern Touches

While channeling the style of classic attorneys, it’s important to incorporate modern elements to avoid looking dated.

Updated Fits

Classic styles don’t mean outdated cuts. Ensure your suits, shirts, and blouses are tailored to modern fits. Slimmer lines, shorter jacket lengths, and contemporary silhouettes can keep your look current.

Innovative Fabrics

Modern fabrics offer more comfort and durability. Look for suits made from blended fabrics that include a bit of stretch for comfort. Performance fabrics that resist wrinkles and stains are also practical choices.

Tech-Friendly Accessories

Incorporate tech-friendly accessories like stylish laptop bags or watches with smart features. These can blend seamlessly with your professional attire while offering modern functionality.

Personal Branding

Use your wardrobe to reinforce your personal brand. Subtle touches like a signature color, a unique piece of jewelry, or a distinctive tie pattern can make your look memorable without compromising professionalism.


Dressing like a classic attorney involves more than just donning a suit; it’s about embodying the confidence, authority, and elegance that these legal legends projected. By understanding their styles and adapting them to modern trends, you can create a professional image that is both timeless and contemporary.

Invest in well-fitted suits, choose your shirts and accessories wisely, and maintain your wardrobe meticulously. Embrace modern touches while staying true to the essence of classic elegance. In doing so, you’ll not only honor the legacy of legendary attorneys but also craft a distinctive style that commands respect and admiration in today’s legal world.


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