Should a Polo shirt be worn tucked-in or out?
As with many sportswear staples, the Polo shirt has its origins in utility. The rule of thumb for the athletes playing the sport was that jerseys (a.k.a. "polo shirts") should be tucked in and for this reason, the classic style calls for tucking. That said, it was also these very athletes who, when stepping off their horses, tended to pull the shirttail from their pants and thereby created what we like to call the "preppy half-tuck," a state of relaxed elegance. For our part, there is no steadfast rule: Wear the shirt however you’re comfortable, with the caveat that it’s generally best to tuck when neatness is required and best to go relaxed and un-tucked when casual.