My style definitely has some preppy influences. I love a good loafer and navy blazer. I am also a major denim lover. And I wear jeans a lot, and I would argue they’re a classic staple no matter what your fashion style is. The nice thing about jeans is you can wear them with pretty much anything.
While some might associate preppy fashion with khakis and trousers, you can easily wear preppy outfits with jeans. It’s all about the perfect mix of classic elements with your favorite jeans to create a polished outfit for any occasion. I like to think of this as the modern approach to preppy style. Whether you are going for something more casual or want to dress it up a bit for a special occasion, here is a round-up of style inspiration to help you pull together your next preppy outfit with jeans.
Preppy Outfits With Jeans
White Button Down Shirt with Jeans
It doesn’t get easier than a white button down with jeans. Try something slightly oversized like the Sézane Max shirt tucked into straight leg jeans. Button down shirts are a great staple for preppy style, either in classic white or a simple stripe. You can also throw a classic cardigan over your shoulders for the ultimate preppy outfit.
Roll up the sleeves and undo a few top buttons for effortless style. Pair a white button down and jeans with classic accessories like a leather tote (code JAK15 for 15% off) and loafers. A straw bag and ballet flats would also look really chic. Go simple with jewelry like pearl studs or a simple statement necklace like the Dorsey moss.
Stripe Sweater and White Jeans
Is there anything more chic than a stripe sweater and white jeans? It’s simple, classic and timeless. To me, stripes are an integral component of preppy style. It’s also such an easy combination to create. The possibilities are pretty endless when it comes to picking a striped sweater. Something with stripes in equal thickness or a skinny stripe. Color combinations like cream and navy, black and white or camel and white all look great with white jeans.
For footwear keep it simple with a strappy leather sandal, loafer or ballet flat. You can elevate the look with classic gold jewelry, a pearl necklace, or a white sapphire necklace like the Dorsey Moss (I wear this one all the time). A simple leather crossbody or straw tote are the perfect accessory.
Blazer and Straight Leg Jeans with Loafers
Pair a navy blazer with straight leg jeans for a Ralph Lauren style preppy outfit. There’s plenty of ways to style a blazer with jeans whether you do a basic tee, simple stripes, or white button down. You can tailor it to the occasion depending on if it’s casual or you’re headed to work.
Cashmere Sweater Set, White Jeans and Loafers
This cashmere/silk sweater set from Kilte Collection is a dream. It’s luxurious, soft, chic and gorgeous. Made with mother of pearl buttons and a lightweight ribbed stitching it’s warm without being heavy or too hot and instantly elevates any outfit. Admittedly I’ve worn this on date night too many times to count but I just keep going back because I feel so good in it.
Pair a sweater set with with jeans and loafers for a night out or special occasion. You could also do a kitten heel or a strappy sandal for different shoe options. Add a cute leather bag and some simple jewelry. The Adelaide Engravable Heart Pendant Necklace is such a pretty everyday piece (use code JAK15 for 15% off).
Sweater Vest, Stripe Shirt and Jeans
Sweater vests are an iconic preppy fashion staple. They’re also really great for those in between seasons like fall and spring, when the weather changes drastically throughout the day. Sweater vests look great over a stripe tee or blouse with jeans. Leather sandals, ballet flats or even clogs look timeless and chic. Accessorize with a straw or leather tote.
Wide Leg Jeans, Knit Sweater and Booties
For winter weather, a stylish knit sweater over a button down with wide leg jeans will keep you warm and chic. A wool robe coat to pull the look together is always timeless. See how to wear wide leg jeans here.
For spring, these jeans cuffed with sandals or a loafer would look really chic with a lighter knit or white button down shirt.
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