I know how much @Brian McGuire loves his Preppy outfits. So when I was reading Esquire recently as saw then doing an explanation of what is a Preppy I had a chuckle because of the discussions we have had around this forum over the last 18 months. Below are 2 descriptions, the classic Preppy on the left is also what I think of when someone brings up the term. However apparently it has changed in the recent years to be more toward the right side picture. What say you @Brian McGuire and the rest of Team RMRS? When you think Preppy are you in the lumper over the shoulder (Ala @Oscar de la Guardia) or are you in the New Preppy era \?

Today is our traditional family picture day at the arboretum. Looks like the rain has stopped, but I’m expecting damp and overcast fall weather. Going with my best English countryside style. Interesting find recently—I was cleaning out some old junk and came across a pair of old white handkerchiefs. Largely due to thinking about pocket squares in connection with this site, I immediately recognized them. They belonged to my grandfather, who gave them to me several decades ago. He would always carry them in his trouser pocket. It seemed weird to me that he would give me his used (laundered of course) handkerchiefs. But I finally found a reason to carry one. SOTD is Maison Alhambra Opulence Leather.