While I wouldn’t necessarily describe my personal style as preppy, preppy is definitely in my DNA. I grew up on Cape Cod, the land of boat and totes, cable knits, and faded polo shirts, after all!
That said, I’ve found myself really drawn to preppier pieces this season. Swapping out a designer bag for a simple canvas tote. Layering on a rugby shirt or preppy polo under a blazer or with a pair of long shorts. Silky scarves. Boat shoes (there are so many great pairs of boat shoes and moccasins right now!). I like to combine something preppy with something more feminine or classic to keep the look from going full on prep. Here is a little round-up of current favorites!
Outfit Details: Alex Mill Jacket (the best best best), TWP chambray shirt, Sold/Out white tee, Khaite jeans, Freda Salvador moccasins, Warby Parker Sunglasses, L/Uniform Bag (mine is quite old, this is similar)
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Straight-Leg Jeansbest new-to-me brandI fell in love with my Still Here jeans! They’re equal to my Khaite pair.Shop -
Canvas TotetimelessA classic for preppy style!Shop
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Cropped Barn JacketLove this neutral look. Pair with white on white or some darker denim!Shop
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Canvas SneakersAn old school look that I’m really into.Shop
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Rugby PoloKallmeyer’s rugby shirts are more expensive but so cool!Shop
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Cashmere ShortsThese almost look like terrycloth! So comfy.Shop
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Short Sleeve PoloI love all of my Guest in Residence knits. This would be a perfect spring addition!Shop
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Oversized Popover ShirtAn easy throw on and go shirt that elevates your look!Shop
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Rugby ShirtA really really good rugby. The stripes are perfectly contrast.Shop
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Striped PoloSo comfy! I’d pair with some lighter denim shorts and loafers.Shop
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Suede MoccasinsThis COLOR! Obsessed.Shop
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Boat ShoeI love this take on a standard boat shoe. The beaded laces are such a fun detail!Shop
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Fringe LoafersThese are just the best! Super comfortable and chic.Shop
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Monogrammed ToteThese totes fit EVERYTHING! Essential for every day.Shop
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Fringe LoafersWOW! The stitch detailing, the perfectly worn leather. These are beautiful!Shop
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Rollneck SweaterI love that the rollneck is making a comeback! Perfect for those warm days that lead into chilly nights.Shop
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Silk ScarfMy favorite little accessory.Shop
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Cropped Barn JacketA perfect lightweight jacket to layer for the warmer days.Shop
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Striped SweaterLoving the nautical vibes.Shop
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Silk ScarfAnother great silk scarf. I’d pin this with a brooch!Shop
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Striped ShortsPair these with a denim top and canvas sneakers!Shop
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Denim ShirtWhat’s a preppy look without the right denim button-up?Shop
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Denim ShortsI’m getting used to wearing some longer denim shorts and loving how fun they are to style!Shop
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Striped Boyfriend ShirtI love everything that WNU does. Pair this with some off-white denim!Shop
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