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If you want to look like you just stepped off a private jet or a mood board, you are in the right place.
We are diving into the world of casual preppy style today.
Think old money vibes but make it modern and fun for everyday wear.
These looks are perfect for your next big post.
Let’s get into these twenty amazing looks that will have everyone asking for your stylist!
1. Tennis Star
I am totally obsessed with this fresh look.
It is the perfect mix of sporty and sweet for a sunny day out.
You will look like a total pro even if you just want to grab a cool iced coffee with your best friends.
- White pleated skirt
- Green cable knit sweater
- White leather sneakers
- Gold hoop earrings
- Green canvas tote bag
2. City Prep
This outfit is a total dream for walking around town.
It feels very high end but stays comfy.
The bright colors make it pop so well in photos and you will definitely turn every head on the street when you walk by.
- Pink button down shirt
- Navy blue tailored shorts
- Brown leather loafers
- White crew socks
- Brown leather belt
3. Yacht Club
I love how expensive this look feels.
Blue and white stripes are a huge classic that never go out of style.
You should wear this on a boat or just when you want to feel like a rich girl on a long summer break.
- Blue striped polo top
- White denim jeans
- Navy blue head band
- Silver watch
- White boat shoes
4. Library Chic
This is such a cute vibe for study dates.
The plaid pattern is so iconic and makes you look very smart.
I think the vest adds a cool layer that keeps the outfit looking sharp and neat while you work on your big goals.
- Grey plaid skirt
- White long sleeve shirt
- Black sweater vest
- Black boots
- Silver glasses
5. Rose Garden
Pink is always a good idea for a preppy girl.
This soft look is very soft and pretty for a brunch date.
You will feel like a literal flower in this cute set and it is just so easy to wear on a busy morning.
- Pink blazer
- White silk cami
- Light blue jeans
- Pink ballet flats
- Pearl necklace
6. Coastal Cool
I live for a good beige moment.
It looks so clean and put together without trying too hard at all.
The neutral tones are great for your grid because they match every single background and always look very chic and quite fancy.
- Beige knit jumper
- Cream linen pants
- Tan sun hat
- Gold rings
- Tan sandals
7. School Spirit
Vintage vibes are taking over my closet right now.
A big jacket over a tiny dress is the best combo ever.
It gives off a fun girl energy that is perfect for a game day or just hanging out at the local park.
- Red varsity jacket
- Black mini dress
- White high top sneakers
- Red hair bow
- Black backpack
8. Coffee Run
Leggings can actually look very preppy if you style them right.
Throwing a sweater over your shoulders is a total pro move for this look.
It is the best way to look cute while staying super cozy on a very chilly fall morning walk.
- Black leggings
- White quarter zip pullover
- Navy blue sweater
- White dad shoes
- Black baseball cap
9. Picnic Party
This dress is just way too sweet to miss.
Gingham is the ultimate print for a cute picnic in the sun.
I love how it makes me feel like a doll and it is so light and airy for those really hot summer days.
- Blue gingham dress
- White cardigan
- Straw bag
- White ribbon
- Blue flat shoes
10. Sunday Best
Yellow is such a happy color to wear.
It brings so much light to your face and makes you glow.
The vest keeps it feeling very preppy and polished so you can head to a family lunch and look like the favorite child.
- Yellow sweater vest
- White tennis skirt
- White loafers
- Yellow earrings
- White crossbody bag
11. Bold Move
Sometimes you just need a bright red pop.
This look is so bold and shows off your fun side.
I think every girl needs a red sweater because it makes a huge statement and looks amazing with a dark pair of classic blue jeans.
- Red crewneck sweater
- Dark blue jeans
- Black loafers
- Gold chain necklace
- Black leather belt
12. Fresh Mint
Green is such a vibe this season.
This soft mint shade is very calming and looks so fresh.
You will stand out in the best way because not many people think to wear this pretty color with a pair of crisp white pants.
- Mint green polo
- White trousers
- White sandals
- Silver bracelet
- Mint hair clip
13. Smart Style
I feel so powerful in a good blazer.
A plaid blazer over a simple tee is a total fashion girl hack.
It is the best way to look like a boss while staying casual and cool for a lunch meeting with your creative team.
- Brown plaid blazer
- Plain white tee
- Black skinny jeans
- Brown ankle boots
- Gold watch
14. Sweet Scallop
Details really do matter a lot.
The scalloped edges on this top are so unique and pretty.
It adds a feminine touch to a basic outfit and makes it look like you spent a lot more money than you actually did.
- White scalloped tank
- Navy blue mini skirt
- Blue sun glasses
- Pearl earrings
- White slides
15. Polo Club
You can never go wrong with a dress like this.
A polo dress is a one piece wonder for lazy days.
It is so easy to throw on and you instantly look like you belong at a very fancy country club for the whole weekend.
- Navy polo dress
- White sweater
- Green cap
- White sneakers
- Canvas bag
16. Soft Skies
Light blue is a staple for the preppy look.
It looks so good with white and feels very light.
I love wearing this when the sun is out because it makes me feel like I am walking on a fluffy cloud all day long.
- Blue cable knit vest
- White button shirt
- White denim shorts
- Silver rings
- Blue sneakers
17. Grey Day
Grey does not have to be boring.
Layering different shades of grey makes you look very high fashion.
It is a moody but clean look that is perfect for those cloudy days when you still want to look like a total ten.
- Grey pleated skirt
- Charcoal sweater
- Grey knee high socks
- Black loafers
- Black headband
18. Prep Star
Stars are such a fun detail.
A sweater with a star on it adds a youthful touch to your prep style.
It is a great conversation starter and looks so cute for a casual dinner date at your favorite pizza spot in town.
- Navy star sweater
- Red khaki pants
- White shoes
- Gold studs
- Navy tote
19. Sunny Side
Checkered prints are back and better than ever.
This yellow and white combo is just pure joy in an outfit.
You will be the brightest person in the room and everyone will want to know exactly where you got your cute little skirt.
- Yellow checkered skirt
- White crop top
- Yellow cardigan
- White boots
- White sunglasses
20. Urban Prep
Mixing a hoodie with a skirt is so cool.
It is the ultimate “it girl” outfit for a busy day.
I love how the hoodie keeps it chill while the skirt keeps it preppy and cute so you get the best of both fashion worlds.
- Grey hoodie
- Black plaid skirt
- White crew socks
- Black sneakers
- Silver earrings