7 Simple Preppy Outfits That Feel So Current

Growing up, I think I was the only one of my friends who actually liked wearing their school uniform. I didn't attend a prestigious school, so the dress code was somewhat lackadaisical. Still, as my peers opted to loosen their ties or forgo their emblem-embroidered sweatshirts, I turned up on the daily wearing a shirt, tie, and blazer out of choice. What can I say? I was into the preppy aesthetic, and you know what? I still am. 

Preppy outfits were one of the reigning trends on the 2022 runways, with pleated miniskirts, cricket knits, and wool blazers worn together to full effect. Also on the preppy spectrum were ensembles with sporty undertones; baseball caps worn with tailoring, hoodies layered over dresses, and sports socks paired with loafers. Raf Simons and Miu Miu led the pack, with Raf's take more grunge and scruffy than Miu Miu's sassy, stomach-baring, low-slung skirts. Preppy, yes, but prim? Absolutely not. 

Lately, influencers have also been adopting this modern prep vibe with their looks, be it something as subtle as a sweater slung around the shoulders or something more obtuse—a tennis skirt worn with a chunky V-neck knit, for example. Below, I've outlined seven ways to wear preppy outfits this season, using my favourite influencer imagery to illustrate. Scroll on to see them and to shop any pieces toy might need to complete the uniform. 

1. Baseball Cap + Sweater + Shirt + Jeans + Trainers


(Image credit: @camillecharriere)

Style Notes: One of the easiest ways to make you outfits look preppy is with a baseball cap—and a sweater effortlessly draped over your shoulders. 

Shop the Look:

2. Cardigan + Miniskirt + Tube Socks + Loafers


(Image credit: @champagnemani)

Style Notes: When it comes to footwear, it doesn’t get preppier than a pair of chunky loafers worn with white tube socks. 

Shop the Look:

3. Knitted Tank + Long-Sleeve Top + Checked Trousers


(Image credit: @vikilefevre)

Style Notes: Knitted vests have been trending for a few seasons now, and loan themselves perfectly to the preppy aesthetic. Dig yours out and pair it with checks for instant uniform-appeal.

Shop the Look:

4. Cricket Knit + Pleated Skirt + Cross-Body Bag


(Image credit: @chrissyford)

Style Notes: Why wear one preppy staple when you can wear two at once? Chrissy’s combination of a pleated tennis skirt and cricket jumper works because she’s honed her palette to chic neutrals. 

Shop the Look:

5. Baseball Cap + Hoodie + Blazer + Skirt


(Image credit: @ada_oguntodu)

Style Notes: Ada has perfected the cool-girl preppy uniform by wearing her matching blazer-and-skirt set with a hoodie and a reliable baseball cap. 

Shop the Look:

6. Pastel Shirt + White Vest + Jeans 


(Image credit: @theindiaedit)

Style Notes: Pastel shirting is a more subtle way make your outfit feel preppy; wear it open over a white tank top for a look that feels very 2022. 

Shop the Look:

7. Polo Knit + Corduroy Trousers + High-Tops 


(Image credit: @lauranadineherbert)

Style Notes: Be it on t-shirts or jumpers, polo-neck collars will help you tap into the preppy aesthetic with zero effort. I love how Laura has styled hers with throwback cords and Converse for even more nostalgia play. 

Shop the Look:

Next Up: Every Single One of My Friends Is Obsessed With These Dresses

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.