Classic, Preppy Boys’ Clothes

Think boys are naturally messy and disheveled? For generations, preppy boys’ clothes have proved otherwise, and at Classic Prep we’re proud to carry that torch into a new era. We’ve built our business on blending durable fabrics with thoughtful designs to produce modern clothing that’s uniquely traditional. Your little boy may look all grown up in our clothes, but we pride ourselves on also never slowing him down. Classic Prep boys are free to play, while looking just as handsome as daddy. Our quintessential prep staples include wide-wale corduroy pants, overalls, sweaters, and polos—sized down for little boys with big plans. In complimentary colors that mix and match easily, our styles come together for quintessentially preppy boys outfits with a look of distinction.