Alessandra Ambrosio first big modeling job was the cover of the Brazilian Elle magazine. Elite passed along some of her Polaroids to Guess which led her to do the Millennium GUESS? campaign along with her friend and fellow Brazilian Ana Beatriz Barros. Alessandra Ambrosio has since been in huge demand, working with big-name brands including Revlon, Christian Dior, Giorgio Armani, Rolex, Oscar de la Renta, Gucci, Escada, Rocco Barocco, Calvin Klein and Ralph Lauren, as well as the famed Pirelli Calendar