Topsiders have, somewhere in history, interwoven themselves into boarding school life. They’re a yearlong delight, whether you’re wearing them barefoot in the spring and fall, or wearing them with ski socks in the winter.
Lax Bros will rock topsiders with the most passion. Incorporating them into any outfit, it’s not uncommon to wear seersucker shorts, nike mid-calves and a pair of topsiders. Other will rock them regardless of the occasion, from formals to accompanying sweatpants.
Others will wear the more formal topsiders with khakis as a courteous regard for the school’s dress code. These topsiders complete the look of the most pretentious prep schoolers alongside a blazer.
Girls begin to wear topsiders with jeans as the weather got colder, but before the weather calls for bean boots. The girls hockey team would seemingly follow a dress code including team sweats and topsiders.
Somewhere along the line, topsiders became an essential to a prep school student. Whether they were first put on you as an infant, before you can remember, or whether you first realized the essential role they played once you arrived on campus, everyone during their years in boarding school will covet a pair of Sperry Topsiders.
Undoubtably, someone will come back to school with a flashy pair of topsiders, either in an unorthodox color or a variation on the classic, and everyone will feel inclined to snicker as they go by for the first few weeks. However, upon returning home the following summer, those who scoffed will most likely pick up a pair because they were impressed all along, but were too self conscious to try something so bold at a school where such a stunt could leave you ostracized.
I know there are some of you reading this who have never even heard of croakies. Well let me tell you, croakies refers to the band, rope, twine, what have you, that connects to your sunglasses to hold them when you are not wearing them.
Croakies are in fact, the most vain accessory one can own. Why? Because they literally hold no value except of course in displaying your sunglasses when you have no need for them.
If you go to an elite prep school, there is very little selection when purchasing your croakies. To wear your croakies means to let everyone know just how often you frequent the islands. And by islands, I mean Nantucket or Martha’s Vineyard. Maybe you stopped in at The Black Dog on your last visit to the vineyard, or maybe you docked in Nantucket just to run into Vineyard Vines. Either way, you now have a bearing on who will understand when you try to explain, in humble earnestness, just how big the swells got while sailing to Bermuda with the fam this past summer.
Croakies offer the most assistance to outsiders trying to decipher a situation. From first glance, it will appear as though this young man is wearing some sort of choking device. In fact, he has hung his sunglasses down his back, leaving the croaky band around his neck. You might ask, “How do you stand out when everyone is wearing the same thing?” Well, by actively making himself uncomfortable, this individual has succeeded in making you stop and stare at him. He, you can be assured, plays lacrosse.