When we think of ‘preppy style’, two concepts instantly come together – luxury and formality. The preppy aesthetic is a harmonious blend of these two elements, featuring rich, high-end pieces alongside crisp, clean formal attire. Contrary to popular belief, the preppy look isn’t exclusive to private school students or affluent individuals; it’s a versatile style that can be effortlessly pulled off by anyone.
This statement fashion is not just about dressing up, but also about exuding confidence and sophistication. The preppy style enjoyed immense popularity in the 1980s and early 1990s, with high schoolers and young adults alike embracing its charm. However, as pop and grunge culture gained momentum, the preppy look faded into the background. Fast forward to recent years, and we’ve witnessed a remarkable resurgence of interest in this timeless style.
Two primary factors contribute to its renewed popularity: firstly, the vintage vibe it evokes; secondly, its ability to make anyone look elegant and charming. The art of dressing preppy is not just about wearing specific pieces, but also about mastering certain styling tips. With the right must-have items, footwear, makeup look, and overall aesthetic, you can effortlessly channel this iconic style.
How to Dress Preppy?
Preppy style is a fashion phenomenon that’s hard to ignore. Our previous post delved into Preppy Hairstyles for Women, and today we’re exploring the world of preppy outfits. What sets preppy style apart is its ability to transcend age, shape, and size barriers. To master this look, one must cultivate confidence in their own skin. Without it, even the most stylish ensemble can fall flat. Fear not, as we’ve got your back!
Whether you’re a preppy fashion enthusiast or looking to try something new, this article is designed to guide you every step of the way. One common misconception surrounding preps is that they’re snobs – a notion fueled by their affinity for luxury goods. However, this stereotype can be easily avoided with thoughtful dressing. So, what’s the secret to pulling off the preppy look without coming across as snobbish? What makeup styles should you consider?
This article will cover the essential tips for creating your own unique, snob-free preppy look, along with practical clothing ideas and styling advice.
Styling Tips
When it comes to dressing up in a preppy style, there are certain guidelines to keep in mind to achieve that polished look. First and foremost, make sure your outfit is formal and refined – avoid adding casual touches unless you want to compromise the overall aesthetic. To elevate your preppy look, opt for outfits with a focus on colour coordination. A cohesive palette will help create a sense of harmony and sophistication.
When it comes to accessories, match your purse and shoes with your outfit, and don’t forget about belts and hats – they can add an extra layer of polish. When selecting pieces for your preppy wardrobe, aim for knee-length or longer to maintain a modest and classy vibe. Avoid loud or funky touches that might detract from the overall elegance of the look. For a truly preppy-inspired outfit, make sure your shirt is tucked in – especially when paired with a skirt or blazer pants.
And don’t forget about pantyhose with short dresses for an extra touch of sophistication. When it comes to footwear, opt for boots or ballet flats instead of informal options. Add some subtle flair with little accessories like pearl necklaces or studs. Finally, remember the three C’s of preppy style: classy, clean, and crisp. Your outfit should be well-fitted – neither baggy nor tight – and your hair should be styled to match the refined atmosphere.
Ribbons, pearl clips, and printed headbands are great options for adding a touch of whimsy to your look. In terms of colour palette, stick to classic preppy hues like blue, black, and white, which will help create a timeless and polished look.
Must-Have Items
Embracing a preppy style is no easy feat, especially for girls who have to juggle multiple outfits and accessories. However, with the right approach, you can successfully incorporate this timeless look into your wardrobe. To start, take stock of what you already have in your closet. You may be surprised at how many preppy essentials you can repurpose or modify to fit the style. If you’re missing some key pieces, don’t worry – we’ve got you covered with a comprehensive list of must-haves.
And if all else fails, it’s time to treat yourself to a shopping spree! Remember, investing in your appearance and wardrobe is never a waste. To get started, consider the following preppy style essentials: A classic leather tote bag sets the tone for a polished look. Whimsical dresses, skirts, and formal suits are also must-haves. Add some sophistication with pearl or diamond jewelry, and don’t forget to incorporate headbands, scrunchies, and ribbons into your accessories arsenal.
Cashmere and fringe scarves add a touch of luxury, while nude long coats provide a chic and versatile option. Riding boots and classic watches are timeless choices, and ballet flats offer a stylish alternative to heels. Striped sweaters and tops are wardrobe staples, and a peachy-pink makeup palette adds a touch of femininity.
Footwear
A preppy girl’s shoe game is characterized by simplicity and classic styles, featuring essentials like tennis sneakers, loafers, and moccasins. When it comes to brands, Rainbows Sandals, Jack Rogers, and Sperry’s Top-Sider Boat Shoes are staples in any prep’s wardrobe. The latter, in particular, is a summer favorite and a go-to choice for those looking to make a stylish statement while on dad’s boat or by the water.
A nautical touch is a hallmark of preppy fashion, with flat, elegant oxfords being a popular choice among preppy girls. These versatile shoes come in a range of colors and can instantly elevate any outfit with their sophisticated flair.
Make-Up Look
When it comes to achieving a polished, preppy look, having great skin tone is half the battle won. A smooth complexion allows for a more natural makeup application, eliminating the need for heavy concealer or foundation. Preppy girls value personal hygiene, so applying makeup to clean skin is essential. The color palette typically revolves around soft pastels and neutral shades, conveying a sweet and intelligent aesthetic that’s far from brash or cheap.
This understated approach perfectly captures the essence of preppiness, which is all about effortless elegance rather than pretentiousness. By embracing simplicity, you’ll be well on your way to channeling the preppy vibe.
↓ 16 – Hairstyles
To achieve a complete preppy style look, it’s essential to consider the hairstyle that complements your outfit. Classic options include high ponytails, sleek buns, and neatly curled locks. However, accessorizing with hair pieces such as pearl clips, headbands, scrunchies, or ribbons can elevate your look. A great styling tip is to match your hair accessories to the color of your clothing. This subtle touch adds a sophisticated finishing touch to your overall preppy ensemble.
Look Book
↓ 1 – Inspo for High Schoolers
For high school queens who embody a preppy style, we’ve got you covered! If you’re the epitome of elegance and sophistication, or if you’re simply looking to elevate your wardrobe with a touch of polish, adopting a preppy aesthetic is the perfect solution. And don’t worry if plain outfits aren’t your thing – with a little creativity, you can incorporate bold prints like plaid and polka dots to add some visual interest to your look.
To get started, consider incorporating statement pieces like a pearl headband ($13), a crisp white handbag ($20), or a textured white dress ($70) that screams preppy perfection. You could also add a pop of color with a bright yellow cardigan ($16). The key is to strike the right balance between classic and playful, so don’t be afraid to experiment and find what works best for you!
↓ 2 – Tartans
The allure of tartan is undeniable, particularly among the preppy set where it’s not uncommon to see a stylishly dressed young woman sporting tartan patterns on skirts, jumpers, and even knee-high socks.
When incorporating tartan into your wardrobe, it’s crucial to maintain consistency in terms of colour coordination – think mismatched red skirt and blue socks, for instance, and you’ll effectively shatter the preppy illusion, leaving the air of sophistication and refinement feeling more like a distant memory.
That being said, when done correctly, the classic short pleated mini tartan skirt can be a stunning addition to any outfit, particularly when paired with knee-high socks and a thoughtfully chosen top. To really make your look pop, consider finding a tartan shade that complements your complexion for a truly unique and alluring combination.
A possible ensemble could include a white dress top ($24), pink silk skirt ($105), and high heeled sandal ($60) – the perfect blend of style, substance, and sophistication.
↓ 3 – For College Girls
The notion that college girls were once obsessed with grunge fashion is a relic of the past. In today’s world, young women are embracing a more professional and polished aesthetic, often donning suits that exude confidence and poise. If you’re preparing for a career in business or looking to enhance your personal style, here’s a look that’s sure to inspire:
↓ 4 – For Plus Size Women
The fashion industry has a profound influence on what becomes trendy, with prominent brands like Kate Spade, Ralph Lauren, and J.Crew, as well as Vineyard Vines, consistently producing preppy-inspired clothing. In fact, it’s not uncommon to see plus-size women effortlessly incorporating this style into their wardrobes, showcasing that fashion is truly size-agnostic.
↓ 5 – For Teenagers
When it comes to dressing preppy, teenagers have a unique style that sets them apart from their prep or private school peers. To achieve this look, consider investing in a few key pieces that exude effortless chic. For girls, cute skirts and cropped tops are a great starting point. Add some flair with a ribbon-tied ponytail for a finishing touch. Meanwhile, guys can opt for classic white sneakers, comfortable white pants, and bold balloon-sleeve tops to create a stylish ensemble.
↓ 6 – Preppy Pretty Royale High Outfit
↓ 7 – Preppy Office Wear
For a preppy office look that exudes sophistication, pair a collared shirt with a black jacket and elegant black Louboutins. The classic combination is perfect for red and black color schemes. To complete the outfit, tie up your hair to let the focus be on the stylish attire. A matching bag adds a touch of polish to the overall look.
For more inspiration on preppy workwear, I suggest streaming ‘Emily in Paris’ on Netflix or exploring our article on French Fashion Trends & Ways to Dress Like a French Girl for a dose of chic and sophistication.
↓ 8 – Black and White Outfit
↓ 9 – Oxford and Preppy
For many young women, Oxfords hold a special place in their wardrobes. These classic shoes offer an unparalleled level of versatility, easily pairing with a wide range of outfits to create a stylish and put-together look. Whether you’re dressing up or dressing down, a good pair of Oxfords is an essential investment that will never go out of style.
↓10 – Biker jacket with Polka Dot Top and Midi Skirt
Pairing a leather jacket with a blue skirt and black heels creates a striking contrast that’s sure to make a statement. This edgy ensemble has the perfect balance of sophistication and rebellion, making it a unique expression of personal style. Imagine being the epitome of cool, as if you’re strutting down the catwalk or belting out your favorite rock ballad – this outfit embodies the essence of that carefree spirit.
↓ 11 – Peplum top with Knee High Boots
Peplums have earned their spot as a fashion staple, particularly when it comes to creating an effortlessly preppy look. As we dive into the world of summer dressing, incorporating peplum tops is a must. To take your style game up a notch, here are some creative ways to wear peplum tops during the warmest months of the year.
↓ 12 – Skirt With Chunky Heels
↓ 13 – Plaid Style
↓ 14 – Formal Look in a Preppy Suit
Preppy Winter Outfits
#15. Polyvore
When the winter season arrives, it’s the perfect time to get outside and enjoy nature by going on a hike or taking an adventure trip. For a stylish and practical outfit, consider pairing long leather boots with a sleeveless vest and a tartan print shirt. The combination of earthy tones and rugged textures creates a sporty look that’s both functional and fashionable.
# 16. Casual Day Out
Add a pop of color to your wardrobe with this stylish outfit perfect for uptown girls who love to dress up! Ditch the winter blues by wearing a vibrant hot pink sweater that’s sure to brighten up your day. Pair it with tweed pants and a black and gold statement necklace for a chic and sophisticated look that exudes elegance.
#17. Burberry-Inspired Look
Elevate your winter wardrobe with the timeless allure of a Burberry tan-brown coat paired with an off-white sweater. The combination exudes sophistication and sensuality, making it impossible not to notice.
#18. For Teen Girls
While many people associate winter fashion with monochromatic tones, there’s no reason why your outfit can’t be a pop of color. Consider adding a bold red scarf to your ensemble, or pairing a fun sweater with Dr. Martin shoes and a stylish jacket. These preppy-inspired shoes are the perfect choice for adding a touch of sophistication to your winter wardrobe.
#19. Shopping Look
When venturing out on a shopping trip with friends, making a great impression is crucial. Opt for a laid-back yet stylish look by pairing folded boyfriend jeans with sleek black pumps and completing the ensemble with iconic Ray-Ban sunglasses.
#20. Daytime Look
As the winter months roll around, many of us crave the opportunity to soak up some sunshine. To elevate your outdoor style, consider pairing a timeless brown handbag from Tory Burch with a chic navy blue sweater and crisp white pants – the perfect combination for a polished, put-together look that’s equal parts sophisticated and radiant.
#21. For School/college
As the winter season sets in, college students often find themselves seeking ways to stay cozy. A great way to achieve this is by layering up with oversized warm woolen scarves that can be paired with a stylish combination of black leather pants and ankle-length boots for a look that’s both functional and fashionable.
#22. Working Moms Look
This winter, professional mothers can still look fabulous without sacrificing style. A chic outfit that’s both practical and on-trend can be achieved by pairing a crisp white shirt with a brown belt, a camel-toned sweater, and a pair of distressed or faded jeans. This effortless combination exudes a sense of sophistication while keeping comfort in mind.
Casual Look
To instantly elevate your outfit’s visual appeal, consider pairing your go-to outerwear with a vibrant, easy-to-carry cross-body bag. This simple yet effective combination adds a burst of color to your overall look, effortlessly elevating your everyday style.
#24. Get-Together With Friends Look
For a bold and playful aesthetic that’s sure to appeal to teens and young women, consider navy blue and red stripes as the perfect combination. This unique pairing is elevated by the addition of a warm brown tote handbag and golden accents, which create a striking contrast. When it comes to winter outfits, rings are a great way to add a touch of personality. Take inspiration from our curated collection of trendy and cool rings that are sure to make a statement.
#25. Casual Style
Elevate your winter style by combining a flowing hat with a tailored long blazer, complemented by a delicate chiffon white blouse. To complete the look, add a short, flirty mini skirt and carry a pleated handbag to create a cohesive, romantic ensemble perfect for holiday gatherings.
#26. Fall Outfit
To achieve a quintessential preppy fall aesthetic, consider incorporating a predominantly blue color scheme into your outfit. Start by layering multiple fleece pieces to add texture and warmth. Then, elevate the look with knee-high boots for a chic and polished finish. This combination is not only functional but also undeniably stylish.
#27. For School
This season’s top winter fashion trend is the perfect blend of comfort and style, as seen in the pairing of a cozy knitted zipped jacket alongside a sleek and sophisticated Chanel handbag.
#28. Work Wear
For those looking for inspiration on how to dress up for a chilly winter day at the office, here’s a collection of adorable and professional winter outfits that’ll keep you warm and stylish from 9 to 5.
#29. Date Night Outfit
↓ 30 – Street Style Look
While some may associate street style with an edgy, undone aesthetic, there’s no rule saying you can’t bring a touch of sophistication to your everyday look. In fact, incorporating preppy elements can result in a stylish and polished appearance that’s accessible to many. Here’s a versatile street-style inspiration that’s perfect for anyone looking to add a bit of elegance to their daily attire.
↓ 31 – Celebrity Style
While it’s true that celebrities often serve as a source of inspiration for fashion enthusiasts, the truth is that anyone can develop their own personal style. However, if you’re looking for some A-listers to draw from, consider these preppy celebrities: Leighton Marissa Meester, Kate Middleton (who always looks polished in her travel outfits), Jessica Biel, Jaime King, Jessica Alba, and Katharine McPhee. These individuals are known for their put-together, stylish approach to dressing.
