The Polo Bear has been Polo Ralph Lauren's official mascot since 1991, after the designer received a Steiff teddy dressed in the brand's clothing as a birthday present. All decked out in preppy sportswear, the one on this shirt is an homage to the label's Ivy League roots. Cut with a neat button-down collar and box-pleated back, this piece is made from striped cotton-seersucker that'll keep you cool in balmy weather.