WHAT’S HOT?

PREP MADE MODERN

Dear Hot Friends,

I was so sad to hear that the brilliant Diane Keaton passed away this week at 79. No one ever reimagined preppy style quite like she did—quirky, confident, and completely her own. Thom Browne suited her perfectly; here she is at his 2013 runway show.

Does anyone remember The Official Preppy Handbook? Lisa Birnbach’s 1980 satire on upper-crust style inspired my hunt for the perfect floppy silk bow tie, cream blouse, and oxblood penny loafers. Those preppy classics—button-downs, polos, and loafers—are back for Fall 2025, but this time with a twist: think layers, oversized shapes, and a touch of the unexpected.

How to make prep modern: sweater vest, khakis, sweatshirt, polo, and grandpa cardigan.

Sweater vest – Add a striking necklace stack to glam up this classic. (Left to right: The look, Doen Cashmere $268, Zara $49.90)

Khakis – Go bold with bright layers and an interesting belt. (Left to right: The look, Kule The City Pants $378, Gap Khakis $89.95)

Sweatshirt – The hoodie is the ultimate fall layering piece. (Left to right: The look, Anthropologie Hoodie $168, Nordstrom Hoodie $45)

Polo – Pair with something a little dressy to elevate it beyond game day. (Left to right: The look, Anthro Polo $168, JW Anderson for Uniqlo $49.90)

Grandpa Cardigan – Keep it chic with modern accessories. (Left to right: The look, Kule The Deane $378, Amazon Argyle $39.99)

And here are a few HOT treasures to make your preppy classics feel brand new again.

Stunning gold earrings that you can’t miss:

Sinuous Golden Snake Hoop Earrings
$60.00

These gorgeous hoops will garner lots of looks and compliments! Crafted in India and made of 18K gold plate on durable brass, they’re lightweight and comfortable to wear. The snake’s eyes are black zircon, and the hoop’s dimensions are 2” in diameter.

Golden Flame Hoop Earrings
$45.00

This fabulous flame shaped hoop earring in 18K gold over durable brass is unique and eye-catching! Hand crafted in India. These hoops are eco friendly and 1.5” long.

Vintage belts that are an instant style statement:

Vintage Club Monaco Leather Wrap Belt
$65.00

This vintage belt from Club Monaco was purchased in the early 2000s right after Ralph Lauren bought the brand. And doesn’t it look just like a Ralph piece? In brown leather, it double wraps around the waist for an obi like effect. Finished with a silver buckle and small grommets, it’s a nice addition to your belt wardrobe. Size medium. In great condition.

Connie Bates Tan Leather Belt With Silver Buckle
$285.00

This vintage tan leather belt by Connie Bates features a stunning buckle of silver loops and gold mesh accents. Can be worn at the waist or at the hip, it elevates everything from a cool maxi skirt to a pair of jeans! It can fit a wide range of sizes. One of a kind, never worn. 41” A prolific 1980s designer known for her belts as well as her jewelry, Connie Bate’s designs are sculptural and imbued with urban glamour. Inspired by the vibrant energy of New York City, the pieces emphasized individuality and strength, making them wearable statements for powerful self-expression.

Necklaces that you can add to your stack or wear alone:

Large Link Brushed Gold Chain Necklace
$58.00

This eye catching collared necklace features lightweight large links in etched gold. It layers beautifully with other pieces and closes with a toggle clasp. 16” long.

Giles and Brother Triple Anchor Necklace
$250.00

This iconic necklace from Giles and Brother, known for stunning artisanal, handcrafted metalwork, is pre-owned and was barely worn. Made of sterling silver with 3 different style anchors, it’s a forever piece you’ll never want to take off! 11” drop.

Here’s to keeping classic style fresh — and always making it your own.

With love (and a wink to Diane),

Terry xoxo


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