Think autumn, think frosty days, think cool preppy style. Whether you’re headed out to an apple orchard, hosting the big game, or hitting the slopes, these preppy outfit ideas. Once reserved for preppy fall outfits, this fall staple has been seen on just about every fashion girl this season. Preppy style is all about a classic, clean and collegiate appearance. So, if you’re the kind of gent who prefers to look refined rather than rugged.