Kate Upton ziet er ontspannen en vooral sunkissed uit op de cover, die door Mario Testino in de Caribbean werd geschoten. In het bijbehorende interview vertelt Kate: "I always thought Marilyn was so beautiful and iconic, it was amazing to even be mentioned in the same sentence as her. But I feel like nowadays it's easy to be genuine and show your personality, whereas I don't think Marilyn had that opportunity. And clearly she had a dark side, and I don't have that."