The preppy style is all about a classic, clean, and collegiate appearance. So, if you’re the kind of gent who prefers to look refined rather than rugged, a preppy look could be right for you. But, while shopping at brands like Ralph Lauren, Tommy Hilfiger, and Lacoste will undoubtedly help, there’s a lot more to achieving a stylish preppy appearance than just buying from the right labels. Thankfully, we’re here to help you nail this smart look with confidence. Below is our guide on how to rock men’s preppy style with aplomb.
What is Preppy Style?
Preppy styling originates from the youth subculture of classic American universities and the subsequent choices of upper and upper-middle-class students associated with such contexts. Put simply, it’s a style of attire that boasts classic colors, prints, and apparel. It can be ascribed to the Ivy League styling of dress, which underwent a progression in the 20th century.
Preppy Style Aesthetic
Don’t Be Too Literal
Firstly try to adapt the preppy style to a more modern and youthful silhouette. The traditionalism of preppy colors, apparel, and patterns should inspire a modern design. Fitted styles will refresh the classicism of preppy prints. Ginghams and tartans and tailoring your pants and blazers add a more youthful look. Keep in mind polos will work well for casual looks, but ensure they are in traditional colors for a more refined touch.
Have a Narrative
A preppy aesthetic tells a story. Whether it’s a cricket match, collegiate day, or retro yacht party, think creatively to establish looks that will tell a story. Remember that accessories will annotate looks most effectively. Suspenders will add a vintage touch; preppy striped ties will amplify corporate looks, and traditionally printed belts will add dimension to casual attire. Circular sunglasses will also round out your aesthetic lending a classicism to your apparel.
Preppy Outfits
Preppy Sweaters
If there is one preppy clothing piece every man should own, it is a cable knit sweater. Easily adaptable for more chilly days, sweaters are perfect for swinging over your shoulders for a dash of transatlantic preppy vibes. A cricket sweater with a simple ‘V’ design or a shawl neck cardigan will give a preppy touch. Think Tobey Maguire’s emerald green version in The Great Gatsby.
Preppy Button Downs
Chambray shirts are versatile and suit the aesthetic perfectly. For casual looks, think of lightweight linen shirts in classic colors. Crisp whites and washed-out blues, pinks, and lemons are great starting points for establishing your combinations. For easy accompaniment, go for simple boat shorts to complete these looks. For more dressed-up occasions, embrace preppy prints like tartans and stripes in your pocket square selections. Also, try silk ties for a simple preppy touch that’s not too intense.
Preppy Chinos
Chinos are a staple for the gentleman who understands the preppy aesthetic. Keep things conservative with classic tones like sands, khakis, and navies. Enliven your preppy combinations with brighter tones to pick up more colorful printed shirts. Roll up the ends of your chinos for a youthful touch, and select the corresponding button-down shirts that will pick up the color of your pants.
Preppy Shoes
Typically, casual collegiate looks call for simple trainers and espadrilles to perfect the look. When it comes to a more formal aesthetics on preppy styling, opt for vintage-inspired footwear to keep things classically conservative. Embroidered slippers and loafers or Oxfords in a range of materials will do the job and are adaptable for a range of looks.
Preppy Hairstyles
It wouldn’t be prep if it weren’t for your hair and grooming. Opt for classic contemporary spins on haircuts. Side parts will contribute to a preppy aesthetic, and consider reinvented pompadours also to refresh your looks. A matte hair pomade will work well, but also consider shinier gels for a vintage nod to the past icons of prep.
Preppy Colours
You’re going to need to be conscious of the color palette that will work most beneficially for your preppy looks. Colour combinations are important. The holy trinity of preppy hues involves navy, white and crimson aka Tommy Hilfiger’s signature hues. This color scheme works well for casual as well as formal attire. Also, think of classic rich tones like wine burgundies, emerald greens, and mocha browns. Adapt your palette accordingly, ensuring the colors you select work well together and suit your features and skin tones.
Roger Grinstead is a senior apparel designer for X2U with over 25 years of expertise in the fashion industry. He has expertise in menswear and womenswear trends and product development. When Roger is not designing the latest fashion garments, he enjoys writing about men's fashion, hairstyles, and grooming.
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