Why Can't We Wear White after Labor Day? A Heated but Polite Discussion
No seersucker before Easter. No white after Labor Day. No pudding if you don't eat your meat. Who exactly did we allow to make these rules for us? ...
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The Official Expert Guide to Sperry Duck Boots
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...
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Ask Digby: Summer Shoes In Fall?
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 (includ...
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Is it Still OK to Hold the Door Open? A Gentlemanly (and GentleWomanly) Debate.
Growing up in a household with both my mother and my grandmother, I endured plenty of instruction and lectures regarding manners. I ended up becomi...
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Must Love Dogs: Founder Emmie Howard of Southern Proper Opens Up About Life & Business
Southern Proper founder Emmie Howard opens up about life, work, motivation, and her secret passion for hip-hop lyrics. It take a little more to be ...
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Interviewing Entrepreneurs: Peter Carter of Smathers & Branson is a Stitch
In his own words, Smathers & Branson co-founder Peter Carter tells the tale of how two aspiring college students built an empire on needlepoin...
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Interviewing Entrepreneurs: Bryan Horn of Over Under
Bryan Horn, founder of Over Under, grew up in the outdoors. Horn is a native of Sandy Springs, Georgia and studied marketing at UGA. Horn'...
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Callin' Oates: The Hotline
Make your Dreams Come True. We're proud to introduce you to the Callin' Oates Hotline. What is it, you ask? It's a hotline, of course - that play...
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5 V-Day Gifts that Your Preppy Significant Other Would Hate
Rather than guide you to the perfect preppy gift, we're going to give you some advice that's even more valuable. Here are the top five gifts to a...
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The Top 5 Preppiest Summer Olympic Sports
Count down the top 5 Preppiest Summer Olympic sports. Apologies to archery, diving, badminton, water polo, fencing, and rugby, which just missed...
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Epic Faceoffs: Cargo Shorts vs. Nickelback
If cargo shorts were to have a spirit animal, it would be none other than Canada's cheesiest rock export: Nickelback. So now it’s time to put t...
Read moreMake America Preppy Again Campaign Video
Amidst the turmoil, confusion, and downright bad feeling generated in this interminable election cycle, we decided we simply could not take any mo...
Read morePreppy News: Team USA Going 'Classic Preppy' for Rio Olympics
Think USA Olympic Team designer Ralph Lauren might ditch his preppy heritage in favor of designing something more fitting for the tropics for the ...
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