Preppy fashion has been in the game since the late 19th century as the go-to style for Ivy League students. This aesthetic was first popularized by brands like Ralph Lauren and Lacoste, drawing cues from the lifestyle of the “elites” of the society. Think traditional patterns like argyle and plaid and classic clothes like structured blazers, button-down shirts, and pleated skirts—pieces you’d wear while indulging in sports like tennis, golf, or polo.
The preppy look is both timeless and youthful and you just need one or two classic pieces to nail it. If you’re a fan of Gilmore Girls and Gossip Girls, you’ll find it even easier to recreate this collegiate style. Whether you're aiming for a modern twist or leaning into vintage vibes, we've got six preppy outfit ideas with the perfect bags to match right here. Let’s dive in!
1. A Denim Shirt and Mini Skirt
Denim is synonymous with classic, and you can’t have a preppy outfit without one! A denim button-down dress in a medium or dark wash is a preppy look that’s easy to put together while being versatile enough for various occasions, whether you’re catching an early morning seminar or meeting your friends for brunch. A pair of classic white sneakers is indispensable for completing this preppy outfit idea, and so is a bag. We recommend a luxury handbag with plaid, stripes, monograms, or leather accents for that quintessential preppy charm.
2. A Casual Button-Down Shirt and Jeans
There’s something undeniably comforting about throwing on a button-down shirt with your favorite pair of jeans. This outfit is effortlessly chic and preppy with the right styling. While you can always go preppy with fancy ruffled sleeves and Peter Pan collars, you just need a basic white shirt with a crisp collar and a classic fit. Tuck it into straight-leg jeans in a medium wash for that laid-back preppy vibe. Feel free to add a belt to cinch in your waist. Finish the look with loafers or ballet flats, and don’t forget a preppy purse to tie this preppy outfit idea together! We suggest a structured vegan tote bag in a classic brown or oxblood.
3. A Cable Knit Sweater With a Pleated Skirt
Cable knits and pleated skirts are a mainstay in preppy fashion. Worn together, they give off an Ivy League girl vibe that never goes out of style! For a modern twist, opt for a cable-knit sweater or cardigan with bow or tie-up details for a preppy coquette look—a trend dominating social media right now. Pair it with a pleated mini skirt to keep it playful and feminine. Finish it off with a trendy headband, heeled Mary Janes, minimal gold jewelry, and a top-handle purse with preppy details such as subtle studs embellished in an argyle pattern. This preppy outfit idea will fly everywhere from campus strolls to date nights.
4. An Oversized Blazer and Romper
Just because you’re following a fashion trend doesn’t mean you have to give up on your own style, and this outfit combo is a clear example of that. You can easily style a sleek romper to fit the preppy aesthetic by throwing a blazer on top. Houndstooth, plaid, pinstripes, herringbone, and windowpane are all fair game. Go for an oversized fit to give the look a more modern feel. For footwear, you just can’t go wrong with chunky loafers. Finish this preppy outfit idea by adding a vegan crossbody messenger bag.
5. A Tie-Up Top and Tailored Pants
Tie-up tops are the hottest trend on fashion street right now, and you’ve got to get in on it! Grab one in a neutral color and pair it with tailored pants to serve preppy chic. A blazer or cardigan layered over would just be the cherry on top. Finish this look with ballet flats or loafers. If you want to make it more girly, swap out the pants for a pleated mini skirt and add crew socks to the mix. You can’t head out in this outfit without a preppy purse so grab a burgundy women’s satchel purse that can hold your essentials while adding to the elegant college-girl vibes.
6. A Vest With Pinstripe Bottoms
Preppy outfit ideas don’t have to be prim and proper all the time, they can be a little edgy too. A vest top paired with pinstripe bottoms creates a stylishly laid-back outfit that’s fresh on the eyes. We love layering our vests over turtlenecks and shirts for added warmth during the cooler months. An oversized blazer will also work wonderfully for this preppy look. Add a textured women’s clutch in a quilted or woven pattern along with pointed-toe heels in cherry red for the finishing touch, and you’ll have a preppy style with a modern twist.
Shop Preppy Purses & Accessories at Urban Expressions
Ready to give these preppy outfit ideas a shot? Then, explore Urban Expressions to discover the perfect preppy vegan accessories and vegan purses to go with your look! Our luxury purses are made with quality, animal-friendly materials and deliver fashion with function. We have a bag for every look and occasion. Buy now, pay later, and enjoy free shipping in the US!
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