Posted on July 24 2023
Let's embark on a whimsical journey through the needlepoint belt creation process and explore why they make the most delightful and hilarious gifts!
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Posted on July 24 2023
As the sun begins to set on the warm and sunny days of summer, it's time to savor the last moments of this delightful season.
Posted on March 13 2023
It is a warm, Spring or Summer day and you are off to a garden party or other outdoor event where it is just too hot and humid to wear a traditional suit or dress. So, what do you wear?
Posted on March 11 2023
It may be a dying art, but it's by no means dead. Check out our guide for how to throw the perfect preppy dinner party. We can't guarantee it'll be "no stress," but at least you'll look great doing it!
Posted on March 10 2023
Just as the jockeys must battle in their best silks when they tread upon Churchill Downs, so must the patrons don their very best ensembles as they mingle in the grandstand or the infield. That goes for Kentucky Derby parties, as well!
Posted on September 14 2022
Want to look stylish but also keep warm as the temperatures drop throughout Fall and Winter? Here's a simple guide to men's layering fashion.
Posted on September 14 2022
I'm trying to learn the preppy ropes but feel all tied up in knots when it comes to shoes. Am I supposed to follow some rule about no white (including shoes) after Labor Day, or do preps have a different set of rules?
Posted on September 14 2022
In 1937, a company now dedicated to making high performance boating shoes and luxuriously comfortable clothing opened its doors under the unassuming name “Dubarry of Ireland.”
Posted on July 06 2022
It all began on a snowy winter day in Connecticut back in 1935. A man by the name of Paul Sperry (yes, the same Sperry you’re thinking of) was playing with his Cocker Spaniel in the snow, and, according to Connecticut historians, became infatuated with his dog’s ability to run and play on ice without slipping.
Posted on July 06 2022
Enjoy a thoroughly entertaining explanation of why we wear performance polos, what makes them great, and who makes the best performance polo shirts of the bunch!
Posted on April 18 2022
In preparation for the 2020 Triple Crown chase, here's a quick rundown of the festivities and culture behind all three races that make them so unique.
Posted on April 17 2022
So what are these stylish celebs wearing when they aren't feigning happiness for the other nominees in their award categories? Turns out, they're wearing Jack Rogers!
Posted on February 01 2022
Since dogs are man’s best friends, it is no surprise that preppies have their preferred breeds to have by their sides. And in the preppy world, bigger dogs take the cake.
Posted on October 03 2021
Who says you have to sacrifice fashion for camping? Now you can do both. See the best style tips that will help you decide what you wear camping.
Posted on October 03 2021
If you’ve been following our blog for a while, you know how we feel about preppy villains. We’ve said time and time again that prep is frequently misunderstood in American films.
Posted on October 02 2021
Bryan Horn, founder of Over Under, grew up in the outdoors. He's a native of Sandy Springs, Georgia and studied marketing at UGA. Read his story at Fox Tales.
Posted on October 01 2021
Without diminishing L.L.Bean's contributions to the world of foul-weather footwear, there's always room to improve on a classic, and Sperry decided to do just that. As the premier name in nautical and wet-weather footwear, it made perfect sense for Sperry to develop its own spiritual descendant to the Bean boot.
Posted on June 28 2021
Are you a preppy man that loves America? Use this patriotic clothing guide to help you celebrate Independence Day in style.
Posted on July 27 2020
For all of you preppy literary types, welcome the Country Club Prep Book Club. One preppy book will be recommended a month. The first book of the series is Preppy: Cultivating Ivy Style (2011) by Jeffrey Banks and Doria De La Chapelle.
Posted on July 10 2020
Party in the USA! This month's preppy news is all about independence. The Fox Hole covers the latest news regarding the preppy lifestyle.