Tag Archives: Winter

Prepped for Success

Now that my equestrian meets are over and I have basically adjusted to college life, I think it’s time for me to start posting again. (Sorry about that…)

It has recently come to my attention that people feel caught between seasons when mid-November rolls around. People don’t know if they should still be in the autumnal mindset – since Thanksgiving festivities have yet to take place – or if it is socially acceptable to start blasting “A Holly, Jolly Christmas.” I’m here to tell you that if Hurricane Sandy and that weird tropical storm met up and gave you some snow, it is more than OK to start decorating. I’m never one to rush the seasons but making a wish list, drinking hot cocoa, and going to hockey games (despite the NHL lockout) gets me more excited than a teenage boy on the opening sales day for Black Ops 2.

Take a cue from socialite Olivia Palermo and her friends Matthew Williamson & Johannes Huebland by putting some prep in your step this Thanksgiving and  holiday season. The leftward photograph features Palermo and Williamson in fall attire and the right transitions to her more recent winter garb with Huebland. In the meantime while we wait for winter to approach, here’s a question for you to consider not just on Thanksgiving but every day: What are you thankful for?

♥ Stay Preppy

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Filed under College, Fashion

Keeping it Classy and Practical

It’s officially time to pack away your Sperry’s and time to weather proof the riding boots, girls! With the beautiful snow fall comes the harsh cold that can put a damper on any preppy outfit. There are a few key pieces though that are both functional and preppy for the sudden winter weather.

Riding boots are the go to shoe for this fall season, but water stains on new leather is an unwelcome style. Instead, throw on some Bean boots. They’re comfortable and practical and look great paired with dark wash jeans a sweater, and a quilted vest. If it’s chilly in the morning, grab a Barbour jacket–it keeps you warm and has a classic look to it.

Accessories can also help to fight the cold and can add a pop of color. Adding a scarf to a plain sweater is a great way to add color, and knee socks and riding boots (that are water resistant, of course) are always a great idea. There is no need to give up on your preppy style, even if the weather is against you!

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Filed under Swag for the ladies

Keep an eye on these

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A fashionable solution to a cool, windy day. Made from light, durable fleece and trimmed with touches of elegance. COAST Fleece outerwear is the perfect addition to anyone’s closet.

I saw a few of these vests made by Coast Apparel while I was at Grady Irvin & Co. in Charleston, SC yesterday. Unfortunately, they are out of stock online, but I’d definitely check up every few weeks because this would be a great addition to any prep’s closet.

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Filed under Swag for the gents, Swag for the ladies


With a nod to Sir Arthur Conan Doyle, the Baskerville Houndstooth Beau features a large houndstooth check on a more substantial fabric that allows for the perfect bow every time.

We recommend wearing the Baskerville Beau with a black or gray blazer, suit, or sweater during cold weather seasons.

For anyone who has an upcoming Winter Formal, Ball, or New Year’s Eve party, this is a great pick up! The Bakerville Houndstooth Beau by Starboard Clothing Co.  incorporates the classic houndstooth pattern with a chilly winter feel. 

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Filed under Swag for the gents

NY teacher claims Santa is a fraud. Warning Spoiler Alert!

From nypost.com



She may have ruined Christmas for her second-grade students, but at least she’s sorry.

The upstate elementary school teacher vilified for telling a class full of 7- and 8-year-olds that Santa doesn’t exist has finally apologized for the epic blunder.

Read more: http://www.nypost.com/p/news/local/no_santa_clod_so_sorry_FIZdIOcadOdhwf1n7UIxEL#ixzz1fcOeeAoR

Can’t wait to lose a tooth during snack time in her class! I can hear her now “No, just throw that tooth away Jimmy. There’s not really a tooth fairy.”

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Filed under Random

It was brisk today

Classic Beaufort Jacket

Men’s Classic Collection

A take on the traditional Barbour Beadle jacket, this all-purpose waterproof jacket is designed for every season. It features Barbour tartan lining, moleskin lined hand warmer pockets and optional zip-in liner. The corduroy collar is studded for an optional hood. It’s a classic all-round country jacket, ideal for any sporting adventure.

Walking from class to class, building to building can be a hassle in cold and the often damp weather of the winter. Some of Barbour‘s jackets are coated with a waterproof wax. Overall a quality and versatile jacket to keep you warm, dry, and stylish this winter.

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Filed under Swag for the gents

Warm up your tootsies

Usually in the winter (where it is cold), prep school campuses are dominated by (m)Uggs, high top Sperry’s, and Timbs. I, The Boss, am a big fan of having unique style and setting trends. Not to the point of being a hipster, but being stylish enough to catch a few eyes. This Driving Moc by Del Toro Shoes is a great shoe for the cold weather. It combines the Ugg flop with the high top look of a Sperry. I am really intrigued by the grip on the sole. You can’t see it well on this picture, but there are a bunch of blue dots for grip in icy conditions. 

Set a trend today with your own pair of  Del Toro shoes!

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Filed under Swag for the gents

Sperry Men's Winter A/O Boot

Genuine Handsewn Tru-Moc Construction for Durable Comfort
Dual Density Bottom with Cushion Midsole for Under-Foot Comfort
Padded Tongue and Collar for Added Comfort Around the Foot
Shock Absorbing EVA Heel Cup with Heel Pillow
Non-Marking Rubber Outsole with Razor Cut Wave-Siping™
In 1935, Paul Sperry invented the boat shoe. 75 years later our American Originals have been infused with 21st century fashion. The result: the Authentic Original collection. Classic comfort and enduring style are still inherent in modern updates to a timeless design.
Get yours HERE!

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Filed under Swag for the gents

Early Winter

…And winter is here.  Time to go out and pick up one of these Barbour bad boys. It’s definitely going to snow some more considering November just began and this will keep you warm.  Best approach for purchase, early Christmas gift.

Pick up here.

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Filed under Swag for the gents