Preppy outfits have their unique charm, and with the big trend of “old money esthetics”, many will find preppy looks back in the spotlight of fashion again. Here are the 22 preppy outfits that are easy to put together so you can try today!
Table of Contents
Navy belted coat
A classic navy coat is an effortless way to pull off a preppy look. You can pair it with any of your skirts or pants and this will look elegant.
High waist wide leg pants
How stunning do you think you’ll look in a classic white polo with high waist wide leg pants?
This amazing preppy outfit effortlessly incorporates that casual charm that is the selling point of outfits like this.
From the clean lines of the white polo to the flattering silhouette of the wide leg pants, you can’t go wrong with a combination like this.
Wide leg pants are especially lovely when you need your legs to have as much breathable room as possible without compromising your style.
Gray mini skirt
Infuse a little playfulness into your preppy outfits with a white button up paired with a gray mini skirt.
The white helps to ground the look while you elevate your chic style with the mini skirt.
Overall, a cardigan to complete your look works like magic while your feet shine with black boots.
The sleek black boots are great for providing that harmonious balance throughout your preppy outfit. It shows that you can look stunning without dressing excessively.
Collared shirt with sweater
Take your preppy style to another level by trying out a collared shirt underneath a knit sweater.
The collared shirt peeking out from underneath the knit sweater gives a sophisticated outlook.
The perfect way to complete this look is with a white pleated skirt that introduces a feminine touch to your ensemble.
It also offers a unique texture to your outfit that makes you look trendy for a casual social outing or a brunch date.
Pleated mini skirt
Make a tag team champion out of your gray knit sweater and gray plated mini skirt.
This soft color gives a mysterious element to your overall look, projecting a flirty silhouette as the pleats add more femininity with every movement.
This is a perfectly coordinated outfit that gives off a polished outlook. If you’re looking to head out for a quiet evening with your partner or friends, this combination will make you look outstanding.
All you need to complete this look is stockings for a playful touch.
White tennis skirt
Do you want to give off an athletic appearance? Then you should definitely try out a white tennis skirt on a sweater vest.
This sweater vest can be in a black color to provide an amazing contrast with the white tennis skirt.
Alternatively, you can go for softer colors like baby blue to really add that youthful flair to your outfit.
Throw this on when you’re on your way to a weekend brunch and this combination will make you stand out in style.
Beige wide leg pants
It’s okay to opt for clothing styles that are super comfortable on your body frame. No one says that preppy outfits should have a rigid fit.
And that’s why beige wide leg pants are perfect for achieving this look. Throw this on alongside a knit sweater and you’re on your way to preppy charm.
Cable knit V neck sweater
Elevate your wardrobe with a cable knit v-neck sweater. There are many ways to style your white mini tennis skirt and this is one of them.
This is a sporty and flirty look that also infuses the warmth of the V-neck sweater.
Of course, that increases its versatility as its great for numerous occasions where you would like to make a statement.
The elegance of the sweater combines seamlessly with the energetic flair of your white tennis skirt. The ultimate combo.
Chunky knit sweater
Here’s another way to style your white pleated mini skirt. This top-notch pairing screams coziness as it looks incredibly stylish and versatile.
Pleats have always been a great way to project simplicity with an edge of sophistication.
Pairing this with the relaxed fit of a chunky knit sweater certainly lends an air of refinement to your overall look.
Matching cardigan and dress
Whether you’re plus size or slimmer, a matching cardigan and dress will highlight your curves just the way you like it.
Of course, you can have your bag in a neutral color to complete your monochrome outfit. Finally, a pair of booties of similar color over your entire outfit can add that extra flair.
Tweed dress
You don’t need loud patterns to create your preppy outfit. A long sleeve buttoned tweed dress will have an even better result.
With a length that stops just above the knee, you can flirtatiously show off your beautiful legs while the dress hugs your figure.
With this, you’ve added a bit of modesty to your upper body while there’s more visual interest directed towards the lower half of your body.
This is a look that will stand the test of time.
Tweed blazer
A blazer and mini skirt made from tweed is one of the best examples of a contemporary look that effortlessly exudes style.
The structured silhouette of the blazer is a mix of modern femininity and professionalism.
Meanwhile, wearing a blouse in a neutral color softens the entire look so you have that preppy appearance you’re opting for.
For your feet, it’s okay to put on a pair of loafers or sleek heels, depending on which matches your mood for the day.
Buttoned midi dress
There’s something elegant about the navy blue color. So, imagine how you would look with this color on a midi dress.
Take it one step from imagining to actually rocking this preppy outfit for your next outing. Wear a buttoned midi dress and black sleek heels to show off your unique sense of style.
Wearing this in a v-neckline shows off your lovely neck while having a subtle slimming effect on your body frame. Tap into the long-lasting appeal of a buttoned midi dress in a bold color.
Pleated wide leg pants
From time immemorial, cardigans have always been known for their versatility. You can use them to transform any outfit from casual to formal in a heartbeat.
In this case, you can use it to create a preppy outfit by wearing them on wide leg pants and a comfortable pair of loafers.
The loafers offer a practical finish to your overall aesthetics, especially with how they blend effortlessly with wide leg pants.
This works in any monochromatic style. So, feel free to play around to find out your unique style.
Plaid coat
Make a bold statement with a plaid coat and you’ll be glad you did. There’s just something so appealing about plaid coats and I’m sure you can see it too.
It works even better with darker colors. So, pairing this with black pants will take you to the top of preppy looks.
Plaid mini skirt
A plaid mini skirt paired with a white button up and tie is one of the best examples of the classic schoolgirl look.
You can definitely pull it off, especially with the natural beauty of plaid styles. Plaid adds a huge burst of color and pattern to any outfit, making you look more vibrant and elegant.
Of course, the shorter length lends that extra flirty element that’s cool in most preppy outfits.
Suede buttoned skirt
Yes, suede is not just great on shoes. A suede buttoned skirt with a matching suede blazer is another perfect blend of the best of texture and tailoring.
Let’s not forget the inner wear which can be a white collared shirt. You may decide to switch this to a white round neck blouse and it would create a lovely effect as well.
Turtle neck sweater
It’s very tempting to want to squeeze into a cozy turtle neck sweater.
To create a preppy outfit out of this, pair your turtleneck sweater with a black pleated skirt and you’re good to go.
This sweater can be in a lighter color to provide a pleasant contrast with your skirt. If you’re not keen on showing off your legs, you can wear a black stockings with this.
However, you can definitely reveal those hot legs if that’s more your style.
White button up sweater
Another way to style your sweater is by specifically going for a white button up and pairing this with plaid pants.
Plaid is the go-to for preppy outfits and you can’t go wrong with this lovely texture. This is you blending sophistication and comfort in one outfit with amazing results.
The plaid pattern has that necessary vibrant touch while the white button up tones it down slightly.
Short pleated skirt
Pleated skirts have a youthful charm you can definitely tap into to create a preppy outfit.
The shorter length has a modern edge that flows effortlessly with your curves and lovely body frame.
You can choose to style this with a tucked-in blouse or a knit sweater. There’s no limit to what you can come up with when you wear a short pleated skirt. So, have fun.
Tweed dress
Regardless of the silhouette, whether it’s A-line, sheath or a shift dress, a tweed dress is effortlessly gorgeous and you will look nothing less than that when you rock this style.
This classic outfit can be worn to almost every social event or even a casual office day.
You just know that it’s never going out of style anytime soon due to how appealing it looks on the body.
Matching Vest and Pants
High waist trousers are a top choice in our modern fashion world.
For petite women, this can be all you need to create the illusion of being taller as this style visually adds more to your overall height.
So, all you need to create a preppy outfit out of this is to match this with a vest. This can be in a cool brown color, with a white button up to smoothen out this look.
This put-together appearance places you a little bit at the edge of a professional outlook.
Cable knit sweater
Get more coverage, especially for winter seasons, by wearing a cable knit sweater over a pair of flared jeans.
This preppy outfit has a retro flare with a cozy chic vibe that blends both comfort and style seamlessly.
Of course, the lovely texture of the cable knit sweater adds a great touch of sophistication to your overall outfit.
This is both laid-back and modern enough to make you stand out in style. It’s perfect for a leisurely weekend stroll.
Matching tweed set
A beautiful set made of matching blazer and pencil skirt is one of the easiest ways to pull off a preppy look!
