£0.00

No products in the cart.

£0.00

No products in the cart.

Southern Preppy Style Guide to Dress Like a Southern Proper Gent

More on This Topic

Free Styling Quizzes

Pro Styling Packages

More Topics for You

Southern Preppy style is a way of dressing that infuses the American South’s charm, climate, and culture into the classic, old-world, American preppy look.

The Southern Preppy look blends traditional Preppy garments with casual looks in bright colours and patterns characteristic of the South’s climate and culture.

Southern Preppy is more than just fashion but a lifestyle that embodies the warmth, hospitality, and gentility associated with the American South.

With roots in the post-Civil War era, the Southern Preppy style evolved as a regional interpretation of the Ivy League look adapted to the warmer Southern climate by incorporating lighter fabrics and brighter colours.

Nowadays, the Southern Proper is worn by men who appreciate the style’s blend of comfort, elegance, and vibrancy of Southern landscapes at garden parties, business meetings, or outdoor events in warm weather.

Southern Preppy vs. Ivy League vs. Northern Preppy

Aspect Southern Preppy Ivy League Northern Preppy
Colour Palette Pastels, bright hues (pink, mint green, yellow) Muted tones (navy, burgundy, forest green) Earth tones, darker shades (brown, navy, grey)
Key Fabrics Seersucker, poplin, linen Tweed, wool, corduroy Cotton, wool blends, flannel
Signature Pieces Seersucker suits, bow ties, embroidered trousers Tweed blazers, rep ties, penny loafers Navy blazers, khaki trousers, boat shoes
Fit Relaxed, comfortable Structured, traditional Tailored, slim
Patterns Gingham, madras, bold stripes Repp stripes, tartans, subtle checks Argyle, nautical motifs, pinstripes
Accessories Monogrammed items, school ties, signet rings College pins, class rings, leather briefcases Rope bracelets, woven belts, classic watches
Season Summer All seasons Spring, Autumn, Winder, variable weather

Unlike its Northern counterparts, Southern Preppy embraces a more relaxed approach to tailoring, accommodating the region’s warmer climate.

Lightweight fabrics like seersucker and poplin take centre stage, offering breathability without sacrificing polish.

The colour palette is notably bolder, featuring pastels and vibrant hues that mirror the lush Southern flora – think soft pinks, mint greens, and sunny yellows.

Accessories play a crucial role in Southern Preppy style, with monogrammed cufflinks, signet rings, and school ties as subtle nods to family heritage and educational pedigree.

These details, while small, speak volumes about the wearer’s background and social standing.

At its core, the Southern Preppy style is a celebration of heritage and refinement, designed to convey a sense of old money and success without ostentation.

It’s a style that speaks volumes about its wearer’s appreciation for tradition, quality, and the finer things in life.

Any gentleman adorned in the Southern Preppy style will exude effortless elegance, whether on a plantation veranda or in a bustling city boardroom.

The look suggests generations of wealth and elegance, connections to Southern aristocracy, gentility, hospitality, and timeless elegance.

Southern Preppy Style Evolution

Era Key Developments
1920s-1930s The emergence of a distinctive Southern collegiate style, influenced by but diverging from Northeastern prep
1940s-1950s The post-war economic boom leads to a more widespread adoption of preppy style in the South
1960s-1970s Southern Preppy style gains national recognition, and seersucker and pastel colours become iconic
1980s-1990s There’s a resurgence of Preppy fashion nationwide, but the Southern style variation maintains its distinct look
2000s-Present Southern Preppy interpretations emerge, showcasing unique blends of modern and trendy fashion

The Southern Preppy style goes back to the early 20th century when young men from affluent Southern families began attending prestigious universities.

While initially adopting the Ivy League look of their Northern counterparts, these students soon adapted the style to suit the warmer Southern climate and more relaxed social atmosphere.

The 1920s and 1930s saw the emergence of a distinctive Southern collegiate style.

Seersucker, originally a workwear fabric, was embraced by Southern gentlemen for its ability to keep them cool in the sweltering heat.

Pastel colours, which reflected sunlight and helped combat the heat, became increasingly popular.

Post-World War II, the economic boom allowed for wider adoption of preppy fashion across the South.

The 1950s saw the style evolve from purely collegiate wear to a broader symbol of Southern upper-middle-class lifestyle.

During this era, iconic pieces like embroidered trousers and colourful bow ties became staples of the Southern Preppy wardrobe.

The 1960s and 1970s marked a period when the Southern Preppy style gained national recognition.

As air conditioning became more widespread, allowing Southerners to maintain their distinct style year-round, the look began to influence fashion beyond regional boundaries.

The juxtaposition of traditional tailoring with bold colours and patterns caught the eye of the fashion world, cementing Southern Preppy as a distinct and influential style.

Southern Preppy Wardrobe Essentials

Category Key Pieces Characteristics
Garments Seersucker suit, Oxford cloth button-down shirt, Khaki trousers, Madras jacket Lightweight fabrics, pastel colours, relaxed fit
Footwear Penny loafers, Boat shoes, Spectator shoes, Duck boots Leather construction, classic designs, versatility
Accessories Bow tie, Needlepoint belt, Signet ring, Pocket square Bold patterns, personalised details, traditional motifs

Seersucker Suits

The cornerstone of any Southern Preppy wardrobe is the seersucker suit made from lightweight, puckered cotton fabric.

Typically in blue and white stripes, this garment perfectly suits the warm Southern climate.

A well-tailored seersucker suit is appropriate for occasions ranging from summer weddings to derby days.

Oxford Shirts

Oxford cloth button-down shirts in classic white, pastel pink, or mint green provide a versatile base for many Southern Preppy outfits.

Oxford shirts can be worn casually with rolled-up sleeves or dressed up with blazers.

Khakis

Khaki trousers from medium-weight cotton twill – or “khakis” – are a year-round staple in the Southern Preppy look.

While traditional khaki is always appropriate, you should try brighter colours like Nantucket red or Charleston green for a true Southern flair.

Madras Jackets

The Madras jacket, made from the lightweight cotton plaid fabric originating in India, is perfect for summer soirées.

Its bold patterns and airy construction embody the Southern Preppy style’s playful yet refined nature.

Penny Loafers

Penny loafers in polished leather or suede are the quintessential Southern Preppy shoe, pairing equally well with suits or casual wear.

For a touch of personality, consider tassel loafers in a rich burgundy or navy.

Boat Shoes

Originally designed for slippery boat decks, boat shoes in classic brown leather are another casual staple of the Southern proper look.

However, boat shoes in adventurous colours like red, green, blue and yellow are perfect for weekends at the beach or casual yacht events.

Spectator Shoes

With their two-tone design, Spectator shoes add a touch of vintage charm to any outfit.

Typically designed in white with black or brown combinations, they’re ideal for spring and summer events.

Duck Boots

Duck boots – rubber-bottomed, leather-topped footwear – are great for inclement weather to keep feet dry while maintaining the preppy aesthetic.

Bow Ties

The bow tie is perhaps the most iconic Southern Preppy accessory.

Whether in classic repp stripe, playful madras, or elegant silk, a well-tied bow tie instantly elevates any outfit.

Needlepoint Belts

Needlepoint belts with motifs like sailboats, golf clubs, or college mascots, these belts add a touch of whimsy to otherwise classic outfits.

Signet Rings

A signet ring, traditionally engraved with a family crest or monogram, speaks to the importance of heritage in Southern culture.

Worn on the pinky finger, it’s a subtle yet significant accessory.

Pocket Squares

Finally, the pocket square provides a finishing touch to jackets and blazers.

While white linen is always appropriate, don’t hesitate to choose squares with bold patterns or bright colours to complement your outfit.

Southern Preppy Aesthetic

Aspect Unique Aesthetics Result
Regional Variations Coastal, Mountain, and Deep South styles Adapts to local climate and culture
Colours Pastels, Bright colours like Yellow, Orange, White Reflects Southern landscape, combats heat
Patterns Gingham, Plaid, Stripes Adds visual interest, nods to tradition
Fabrics Seersucker, Poplin, Madras, Linen Lightweight, breathable, suited for warm climate
Key Details Monograms, College ties, Family crests Emphasises personal heritage and education

Southern Preppy Local Variations

While a common thread runs through Southern Preppy style, regional variations add nuance and depth.

Coastal areas like Charleston and Savannah tend to embrace brighter colours and more nautical themes. You’ll see more boat shoes, sailor stripes, and seashell motifs.

The style takes on a slightly more rugged edge in mountain regions like the Carolinas.

Earth tones become more prominent, and traditional outdoor wear like waxed cotton jackets are incorporated into the preppy aesthetic.

The Deep South, including states like Georgia and Alabama, often leans into the most traditional interpretations of Southern Preppy.

Here, seersucker is king, bow ties are de rigueur, and family traditions heavily influence style choices.

Main Southern Preppy Fabrics

The fabrics that define the Southern Preppy style are as much about function as they are about fashion.

Seersucker

With its puckered texture, Seersucker allows air to circulate and keeps the wearer cool.

This cotton fabric, typically striped in white and blue, has become synonymous with Southern summers.

Poplin

Poplin, another warm-weather favourite, offers a crisp, clean look while remaining lightweight and breathable.

Poplin is used in dress shirts and summer suits, providing a polished appearance without the weight of heavier fabrics.

Madras

Madras, a lightweight cotton fabric featuring colourful plaids, originated in India but found a second home in the American South.

Madras’ bold patterns and airy weave make it perfect for casual jackets and shorts.

Linen

While sometimes criticised for its tendency to wrinkle, linen is prized in Southern Preppy circles for its unparalleled coolness and natural texture.

A slightly rumpled linen suit is considered a mark of sophisticated ease in the Southern summer.

Southern Preppy Colours and Patterns

The colour palette of the Southern Preppy style is notably brighter than its Northern counterparts.

Pastel shades like mint green, pale pink, and light yellow are staples, reflecting the South’s lush landscapes and vibrant flora.

These soft hues are contrasted with bright whites, creating a fresh, clean aesthetic.

Louder colours also have their place -for example, Nantucket red, a salmon-pink shade, is the local favourite for trousers and shorts.

Navy blue is a grounding neutral, often used in blazers and accessories.

Patterns play a crucial role in the Southern Preppy style – Gingham checks, particularly in blue and white, are a warm-weather favourite for shirts and dresses.

Plaids, from subtle glen plaids to bold tartans, add visual interest to jackets and trousers.

Stripes, whether pinstripe, Bengal stripe, or repp stripe, are found on everything from suits to ties.

Southern Preppy Signature Details

Personalisation is key in the Southern Preppy style, and monograms appear on everything from shirt cuffs to leather goods as a subtle marker of individuality and family pride.

Monograms are done in classic fonts and colours contrasting with the garment.

College ties and accessories are another hallmark. Whether it’s a tie in university colours or cufflinks bearing a school crest, these items allow the wearer to display their educational pedigree.

Family crests and signet rings speak to the importance of lineage in Southern culture.

These items are often passed down through generations, carrying a sense of history and belonging.

The devil is in the details, and the Southern Preppy style embraces this fully.

From the knot used in a bow tie to how a pocket square is folded, these small touches differentiate the truly style-savvy from those merely following a trend.

Southern Preppy Outfit Ideas by Season

Spring Outfit Idea

For a quintessential Southern Preppy spring look, start with a pale mint green poplin shirt under a light blue seersucker blazer and stone-coloured cotton twill trousers.

The neutral tone of the trousers complements the pastel top half.

Wear mahogany penny loafers, and accessorise with tortoiseshell Wayfarers, a silk pocket square with printed florals in pink and green and finish the look with a braided leather belt in a warm tan.

Summer Outfit Idea

For a classic Southern Preppy summer ensemble, don a full seersucker suit in blue and white stripes with a crisp white linen shirt underneath. Leave the top button undone for a relaxed feel.

Wear burgundy tassel loafers and add a Madras bow tie mixing shades of red, blue, and yellow.

Top it off with a straw Panama hat and complete the look with a college class ring or signet ring for that touch of Southern heritage.

Autumn Outfit Idea

As the leaves turn, opt for burnt orange corduroy trousers paired with a blue and white gingham check shirt and a navy blazer with brass buttons. Choose brown suede desert boots for footwear.

Accessorise with a wool pocket square in deep green paisley and a needlepoint belt featuring autumnal motifs like acorns or foxes. For cooler evenings, layer with a cream cable-knit sweater.

Winter Outfit Idea

For Southern winters, start with dark green moleskin trousers, a white Oxford button-down shirt, and a camel hair sports coat. For warmth, add a burgundy cashmere sweater vest.

Wear chestnut brown brogues with matching wool socks. Accessorise with a tartan wool scarf in red and green, and finish the look with brown leather gloves. For outerwear, wear an olive green waxed cotton jacket.

Southern Preppy Iconic Figures

No discussion of the Southern Preppy style is complete without mentioning some of its most famous proponents.

Tom Wolfe

Take, for instance, author Tom Wolfe, who made the white suit his signature look.

Wolfe’s choice was a bold interpretation of the Southern gentleman’s summer suit, embodying the confidence and flair characteristic of Southern Preppy style.

Senator Trent Lott

Another notable figure is Senator Trent Lott, who famously championed National Seersucker Day in the U.S. Congress.

This light-hearted celebration of Southern style in the halls of government highlights how deeply ingrained these fashion traditions are in Southern culture and identity.

Bobby Jones

The influence of the Southern Preppy style can also be seen in sports, particularly golf.

The legendary Bobby Jones, co-founder of the Masters Tournament, was known for his impeccable on-course style.

His penchant for plus-fours, dress shirts, and ties on the golf course helped establish a dress code that would influence golf fashion for decades.

Dick Francis

Kentucky Derby-winning horse trainer Dick Francis exemplified Southern Preppy style both on and off the racetrack.

Known for his crisp seersucker suits, pastel-coloured shirts, and classic Panama hats, Francis brought a touch of Southern elegance to the world of horse racing.

His style perfectly balanced the practicality needed for life around the stables with the sophistication expected at high-society racing events.

Jimmy Carter

In the realm of politics, former President Jimmy Carter often showcased elements of Southern Preppy style.

While maintaining a modest appearance befitting his peanut farmer roots, Carter frequently sported classic Southern staples.

His penchant for light-coloured suits, particularly in summer, and occasional bow ties reflected his Georgian heritage.

Even after his presidency, Carter’s casual wear featuring pastel-coloured shirts and khaki trousers embodied the comfortable elegance of Southern Preppy style.

Must-Know Southern Preppy Brands

The Southern Preppy style isn’t just about knowing what to wear and where to source your garments.

Certain brands have become synonymous with this distinctive look, offering pieces that embody the perfect blend of tradition, quality, and Southern charm.

Whether you’re building a Southern Preppy wardrobe from scratch or looking to add some authentic pieces to your existing collection, these ten brands serve as excellent starting points.

Brooks Brothers

America’s oldest clothier, known for its classic Oxford shirts, seersucker suits, and repp ties – staples of the Southern Preppy wardrobe.

Vineyard Vines

Founded in Martha’s Vineyard but embraced by the South, Vineyard Vines’ colourful ties, shirts, and casual wear epitomise the playful side of Southern Preppy.

Southern Tide

Born in South Carolina, this brand offers a modern take on Southern Preppy with its signature Skipjack polo shirts and vibrant patterns.

Smathers & Branson

Their hand-stitched needlepoint belts and accessories featuring Southern motifs are quintessential Southern Preppy accoutrements.

Sperry Top-Sider

The original boat shoe maker, these shoes are a staple for casual Southern Preppy looks, especially in coastal areas.

Polo Ralph Lauren

Though not exclusively Southern, the brand’s preppy aesthetic and equestrian motifs align perfectly with Southern sartorial traditions.

Peter Millar

Founded in Raleigh, North Carolina, Peter Millar offers a range of clothing that perfectly embodies Southern Preppy style.

Filson

Their rugged, high-quality outdoor wear adds a touch of Southern sportsman flair to the preppy wardrobe.

Sid Mashburn

This Atlanta-based designer offers a modern, sophisticated take on Southern style with a range of tailored and casual wear that embodies the Southern Preppy ethos.

Southern Proper

Founded in Georgia, this brand is dedicated to capturing the essence of Southern gentleman’s style.

Southern Preppy Essential Terms

To truly embrace the Southern Preppy style, you must speak the local language and here’s a list of essential words and terms that you, as an aspiring Southern gentleman, should know:

Seersucker – A lightweight, puckered cotton fabric, typically striped, used for summer suits and shirts.

Go-to-Hell pants – Brightly coloured trousers, often featuring bold patterns or embroidered motifs.

Madras – A lightweight cotton fabric with a plaid pattern originating from India.

Nantucket Reds – A specific shade of faded red, almost pink, popular for trousers and shorts.

Oxford cloth – A type of woven fabric commonly used for button-down shirts.

Repp tie – A tie with diagonal stripes in college or regimental colours.

Spectator shoes – Two-toned shoes, typically in white and black or brown.

Croakies – Straps attached to sunglasses to keep them from falling off.

Sprezzatura – An Italian word adopted by preppy culture, meaning studied carelessness in style.

Duck Head – A popular brand of khakis in Southern Preppy circles.

Needlepoint belt – A belt featuring designs hand-stitched onto canvas.

Browband belt – Another term for needlepoint belts is derived from equestrian gear.

Monogram – Initials embroidered on clothing or accessories as a personalisation.

Mastering these terms will not only help you navigate the world of Southern Preppy style but also give you the vocabulary to discuss and appreciate its nuances.

10 Southern Preppy Fascinating Facts

Just when you thought you knew everything about Southern Preppy style, a treasure trove of quirky facts and fascinating tales will make you see those pastel shirts and seersucker suits in a whole new light.

From world records to congressional conspiracies and literary icons to legendary wardrobe malfunctions, the story of Southern Preppy is as colourful as a Madras jacket and as intriguing as the secret behind the perfect mint julep.

So, straighten your bow tie, adjust your college ring, and get ready for a rollicking journey through some of the most entertaining tidbits in Southern gentlemen’s fashion history.

These aren’t just facts; they’re the conversation starters you’ll be sharing at your next garden party or college reunion.

1. The “Duck Head” Phenomenon

In the 1980s, Duck Head khakis became so synonymous with Southern Preppy style that some colleges in the South were jokingly referred to as “Duck Head U.”

The brand’s little mallard logo was practically a badge of Southern preppy honour.

2. Bow Tie Revolution

Did you know that Southern gentleman Jesse Bower Spence holds the Guinness World Record for the largest bow tie collection?

With over 1,000 unique pieces, he’s turned Southern Preppy’s favourite neckwear into an art form.

3. The Great Seersucker Conspiracy

In 2012, Missouri Rep. Bill Cassidy tried to repeal “Seersucker Thursday” in Congress, claiming it made the Senate look like “a bunch of hayseed lawmakers.”

The backlash from Southern-style defenders was so fierce the tradition was quickly reinstated!

4. Faulkner’s Fashion Statement

Literary icon William Faulkner was known for his impeccable Southern Preppy style.

He once famously quipped, “There’s no such thing as bad whiskey. Some whiskeys just happen to be better than others.”

The same could be said for his approach to preppy fashion.

5. The Mint Julep Cup

Not just for drinking! These silver cups have become a staple accessory in Southern Preppy homes, often used as vases or pencil holders.

It’s the ultimate “form meets function” in Southern style.

6. The Great Madras Bleeding Incident

In the 1960s, when Madras fabric hit the preppy scene, many were unaware that the colours would bleed when washed.

This led to a nationwide “panic,” which clever marketers spun into a feature, not a bug. “Guaranteed to bleed” became a selling point!

7. The Alligator Wars

The Lacoste crocodile and the Southern-born Izod alligator duked it out in a preppy logo battle that lasted decades.

Southern Preppy style embraced both, proving that there’s always room for one more reptile on your shirt in the South.

8. Pocket Square Folklore

Legend has it that the pocket square became popular in the South because gentlemen needed something to offer ladies to dab their brows in the sweltering heat.

Whether true or not, it’s a charming tale of Southern chivalry influencing fashion.

9. The Browband Belt Mystery

Ever wondered why those needlepoint belts in Southern Preppy style are called “browband belts”?

They’re named after similar bands used on horse bridles, linking preppy fashion to the South’s equestrian traditions.

10. Go-To-Hell Pants Origin Story

The term “Go-To-Hell pants” was coined by Tom Wolfe in his book “The Folds of Honor,” describing the boldly coloured trousers favoured by the Southern upper class.

It’s since become a beloved term in the Southern Preppy lexicon.

Southern Preppy Style Do’s and Don’ts

Do Don’t
Wear pastel colours and local patterns Overdo it with irrelevant or clashing patterns
Purchase quality, classic garments from recognised heritage brands Don’t buy trendy clothes over timeless, classic garments
Add personal touches of sprezzatura like family monograms Use overly large or flashy monograms
Adapt the style to your local climate Wear the wrong fabrics or colours
Mix formal and casual garments Dress too formally for casual occasions
Pay attention to fit and tailoring Wear ill-fitting or overly baggy clothes
Wear subtle and relevant accessories Over-accessorise or wear competing statement accessories
Learn the history behind key garments, footwear, accessories Don’t wear symbols or motifs without knowing what they mean!

Conclusion

Southern Preppy style embodies the rich cultural heritage of the American South, blending traditional elegance with a touch of rebellious flair.

This distinctive fashion approach offers gentlemen a unique way to express appreciation for history, quality, and refined taste whilst maintaining a comfortable and practical wardrobe.

From the iconic seersucker suit to the vibrant palette of pastels, the Southern Preppy style provides a versatile framework for dressing well in various settings.

Whether attending a garden party, heading to the office, or enjoying a casual weekend outing, this style adapts seamlessly to different occasions while always maintaining its charm.

Mastering the Southern Preppy style requires understanding its core principles and adapting them to suit personal tastes and lifestyles.

Embrace the relaxed elegance, focus on quality and fit, and incorporate personal touches. Remember, true style stems from confidence and authenticity, not rigidly following rules.

By incorporating the Southern Preppy style into your wardrobe, you’re dressing well and participating in a long-standing tradition of American South gentility and sartorial excellence.

So go ahead, tie that bow tie, slip on those penny loafers, and step out with the confidence of a true Southern gentleman.

Styling Beyond Southern Preppy Fashion

Knowing the roots of Southern Preppy fashion and the style’s wardrobe staples is just a small step towards dressing like a successful, confident gentleman.

To dress like a wealthy gentleman you must know your body shape/type and your seasonal colour palette, so you can match your fashion with your skin, eye, and hair colours.

True fashion mastery requires an understanding of what to shop and how to match relevant garments, footwear, and accessories to you, from classic, heritage fashion brands.

Last but not least you must know how to dress not only according to your body body shape and colour palette, but also according to the occasion, location, time of the day, and even your unique lifestyle!

And if you feel a bit overwhelmed, worry no more as we’re here to help you, step by step. First, take our free expert quiz to find your body shape.

1. Find Your Body Shape

Different garments flatter different physiques so discover your body shape now by taking our free body shape quiz for men.

Follow up with our next free quiz to find out your unique seasonal colour palette:

2. Find Your Seasonal Colors

Fashion comes in a wide range of colours, but not every hue will complement your natural colouring so find out your ideal colours with our free seasonal colour quiz for men.

Third, learn how to dress by occasion, location, season, and even time of the day.

Knowing how to choose and style garments from various heritage brands, and style them by occasion, season, location, and body shape is crucial.

From casual weekends to formal events, each occasion requires a unique approach to styling.

To save time, headaches, and even money, get in touch with The VOU’s expert stylists now.

3. Find Your Ideal Style

Take our comprehensive fashion style analysis for men, and let our expert stylists guide you in selecting and curating items of maximum impact in a wardrobe that communicates success and confidence.

Remember, owning luxury brands isn’t enough; to look stylish, confident, and successful you must know your body type, and colour palette and how to style according to the occasion, location, time of the day, and season.

With these tools and expert guidance, you’ll not just wear the brand—you’ll master it, creating a wardrobe that truly reflects a unique fashion taste and many achievements.

With years of expertise in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specialises in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.

With over twenty years of front-row fashion and styling events, collabs with haute-couture houses, and a PhD in Luxury Fashion, Laurenti is an expert in crafting personalised looks that depict old-money sophistication.

Similar Articles

LEAVE A REPLY

Please enter your comment!
Please enter your name here

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.