How to Dress Like JFK: A Timeless Style Guide for the Modern Indian Man

Sahil Bajaj
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The Enduring Legacy of John F. Kennedy Style

When we discuss style icons of the 20th century, few names resonate as strongly as John F. Kennedy. As the 35th President of the United States, JFK did more than just lead a nation; he redefined the visual language of the modern man. For the Indian man looking to elevate his wardrobe, the JFK aesthetic offers a masterclass in balancing formality with ease, a concept often referred to as the Ivy League or Preppy look. This style is particularly relevant in India today, where professional environments are shifting from stiff, overly formal attire to a more relaxed, polished elegance.

JFK's style was characterized by a sense of youthful vigor and approachable sophistication. He famously avoided the heavy, boxy suits of the 1950s, opting instead for silhouettes that complemented his frame and suggested an active, outdoor-loving lifestyle. For Indian readers navigating humid summers and formal corporate cultures, adopting the JFK look is not just about mimicry; it is about understanding the principles of fit, fabric, and understated luxury.

The Foundation: The Two-Button Suit

One of JFK’s most significant contributions to men's fashion was the popularization of the two-button suit. Before his presidency, the three-button suit was the standard for professional men. Kennedy found the two-button jacket more comfortable and flattering. For the Indian physique, the two-button suit is a secret weapon. It creates a deeper V-zone at the chest, which helps elongate the torso and makes the wearer appear taller and leaner.

Choosing the Right Fabric for India

While JFK often wore mid-weight wools, the Indian climate requires a different approach. To achieve the JFK look in cities like Mumbai, Chennai, or Delhi, look for suits in tropical wool, linen-silk blends, or high-quality cotton-poly blends. These fabrics offer the same structured look as traditional wool but allow for much better breathability. Stick to classic colors: navy blue and charcoal grey are non-negotiable staples. A navy blue suit, in particular, is the cornerstone of the JFK wardrobe and works perfectly for Indian weddings, board meetings, or high-end social gatherings.

The Importance of the Natural Shoulder

The JFK look is defined by the "natural shoulder." This means the jacket has very little to no padding. In India, many off-the-rack suits come with heavy shoulder pads that can look dated and bulky. When dressing like JFK, ask your tailor for a soft shoulder construction. This creates a more relaxed, athletic silhouette that looks less like a uniform and more like a personal style choice.

The Casual Side: Oxford Cloth Button-Downs and Chinos

JFK was just as famous for his off-duty style as he was for his formal attire. His casual look was built around the Oxford Cloth Button-Down (OCBD) shirt. This is a versatile piece that every Indian man should own. The beauty of the OCBD is its collar, which stays upright and looks neat even without a tie.

Styling the OCBD in an Indian Context

In the Indian heat, a white or light blue OCBD is your best friend. The fabric is durable and actually looks better when it is slightly rumpled, which fits the relaxed Kennedy vibe perfectly. Pair these shirts with flat-front chinos in khaki, cream, or stone. Avoid pleated trousers, as they add unnecessary bulk to the midsection. For a truly JFK-inspired look, ensure your chinos are tailored to hit right at the top of your shoes with little to no break.

The Short-Sleeved Polo

When he was sailing or spending time at the beach, Kennedy frequently wore polo shirts. He preferred solid colors like navy, white, and burgundy. For the modern Indian man, a well-fitted polo shirt is the perfect alternative to a t-shirt for weekend outings or casual Fridays at the office. Look for polos made from piqué cotton, and ensure the sleeves hit mid-bicep for that classic, sporty look.

The Art of the Accessory

JFK’s accessories were never flashy; they were functional and iconic. He understood that the right details could elevate a simple outfit into something legendary. For Indian readers, these accessories are the easiest way to incorporate a bit of Camelot into their daily routine.

The Wayfarer Sunglasses

Perhaps no accessory is more associated with JFK than his sunglasses. While there is some debate among historians about the exact brand he wore (often cited as American Optical or Ray-Ban), the shape was undoubtedly the classic Wayfarer. This frame shape is incredibly flattering for most Indian face shapes. In a country with high sun exposure, investing in a pair of high-quality, dark-lensed Wayfarers is both a practical necessity and a style statement.

The Skinny (But Not Too Skinny) Tie

Kennedy favored narrower ties compared to the wide blades of the era. His ties were usually around 2.5 to 3 inches wide. For Indian men attending formal events, choosing a silk knit tie or a simple repp-stripe tie in navy or burgundy provides that vintage Ivy League charm. Avoid the overly shiny, wide ties often found in local markets; instead, opt for matte finishes that suggest a quiet confidence.

Footwear: From Loafers to Canvas

Shoes are where many men fail when trying to achieve a classic look. JFK’s footwear choices were consistently practical and elegant. He was a major proponent of the penny loafer and the boat shoe. In India, where we often have to remove our shoes when entering homes, the loafer is an incredibly convenient and stylish option.

The Sockless Look

JFK often wore his loafers or canvas sneakers without visible socks, especially during the summer. This "sockless" look is perfect for the Indian climate. Use no-show loafer liners to keep your feet comfortable while maintaining the aesthetic. A pair of brown leather loafers can take you from the office to a dinner date, while white canvas sneakers are perfect for a casual brunch in Bangalore or Pune.

Adapting the JFK Look for Modern India

While the JFK style is rooted in the 1960s, it feels surprisingly modern because it prioritizes fit and simplicity. To make this look work in India today, focus on the "Smart Casual" dress code. This means mixing formal and informal elements. For example, wear your navy suit jacket with a pair of cream chinos and loafers. This "broken suit" look is a staple of the JFK aesthetic and is highly appropriate for Indian corporate environments that have moved away from full suits.

Furthermore, consider the grooming. JFK’s hair was always neatly styled but looked like he could run a hand through it at any moment. For Indian men, keeping a clean-shaven face or a very neatly trimmed beard complements the structured nature of the clothing. The goal is to look like you have put in effort without looking like you are trying too hard.

Conclusion: Confidence is the Best Accessory

Ultimately, dressing like JFK is about more than just the clothes; it is about the posture and the confidence with which you wear them. Kennedy carried himself with an air of ease that made his most formal suits look as comfortable as a pair of pajamas. For the Indian man, the lesson here is that style should never be a burden. By choosing the right fabrics for our climate, focusing on a tailored but natural fit, and sticking to classic, understated pieces, anyone can capture the timeless elegance of the Kennedy era. Whether you are heading to a high-stakes meeting or a relaxed weekend getaway, the JFK look ensures you are always the best-dressed man in the room.

Can JFK style be worn in the Indian summer?

Yes, by choosing lightweight fabrics like linen, seersucker, and tropical wool, you can maintain the JFK aesthetic even in high temperatures. The Oxford Cloth Button-Down shirt is particularly breathable and perfect for the Indian climate.

What is the most important item to start a JFK-inspired wardrobe?

The most important item is a well-tailored navy blue two-button blazer. It is versatile enough to be worn with formal trousers for meetings or with chinos for a smart-casual look.

Did JFK always wear a tie?

No, JFK was famous for his casual, tieless looks. He often wore button-down shirts with the top button open and the sleeves rolled up, or simple polo shirts, which made him appear more approachable and modern.

Are Wayfarer sunglasses suitable for all face shapes?

The Wayfarer is one of the most versatile sunglass shapes and works well with most Indian face shapes, particularly oval and round faces, as the angular frames provide a nice contrast.