Truman Says
CONTACTAbout UsCAREER OPPORTUNITIESADVERTISE WITH USPRIVACY POLICYPRIVACY PREFERENCESTERMS OF USELEGAL NOTICE
© 2025 Pride Publishing Inc.
All Rights reserved
All Rights reserved
Scroll To Top
By continuing to use our site, you agree to our Private Policy and Terms of Use.
Preppy clothing doesn't just mean pleated Dockers and polo shirts. This season, it's all about the updated take on traditional styles. We've searched San Francisco for an assortment of modern versions of spring classics found at some of our favorite Bay Area stores. To add a little prep-school-meets-boater in your life, check out our picks below for tips on where to get this look:
Neckwear
To get the look from top to bottom, start small: neckwear. Whether you prefer a skinny tie, bow tie or classic three-inch style, there are tons of colors and patterns to choose from when adorning your neck this spring.
Distilled assorted 3" ties, $66, at Nomads (556 Hayes St., 415-864-5692)
Cardigans
There's nothing wrong with a simple button-down cardigan, but why not change it up with something of a little more interest. Textured fabrics, unique buttons, and military inspiration add excitement to otherwise simple sweaters this season.
Hyden Yoo Lendl cardigan, $98, at Acrimony (515 Gough St., 415-861-1025)
Shorts
Above-the-knee length shorts are the way to go this season. It's sporty and casual, and they look great with a pair of saddle shoes or oxfords (see below). Printed shorts are everywhere this season, so look for plaid or patchwork for a little color.
Band of Outsiders Madras Patchwork shorts, $230, at Carrots (843 Montgomery St., 415-834-9040)
Shoes
From saddle shoes to nubucks to boat shoes, this season is seeing array of styles influences by Ivy-Leaguers. Don a pair of leather oxfords or wing tips to complete your preppy look.
Brooks Brothers Black Fleece Perforated Nubucks, $550, at Brooks Brothers (150 Post St., 415-397-4500)
-- Sydney Pfaff
Watch Now: Pride Today
Latest Stories
Khalid cries during his first-ever Pride show, thanks fans for support
June 09 2025 4:40 PM
Trans actress Jen Richards says she was hit by rubber bullet at LA anti-ICE protests
June 09 2025 3:46 PM
Tony Awards 2025: Every LGBTQ+ winner and iconic performance
June 09 2025 11:41 AM
Cole Escola makes Tony history with acting win, thanks Grindr connection
June 09 2025 10:33 AM
Jennifer Lopez raises voice for LGBTQ+ 'Freedom' at WorldPride DC
June 08 2025 7:59 PM
Did Kerri Colby just reveal how long 'Drag Race All Stars 10' filmed each bracket?
June 07 2025 5:25 PM
Charles Blow: Coming out later in life is a 'restoration of the soul'
June 06 2025 7:13 PM
These photos prove The Ritz Bar and Lounge is back and better than ever
June 06 2025 6:00 PM
Fletcher fell in love with a 'Boy,' so why is she so sad about it?
June 06 2025 5:38 PM
Symone is ready to get louder and gayer at WorldPride
June 06 2025 3:47 PM