Being a mom is tough. Being a mom and staying stylish is even tougher. So we really commend Kate and Gwyneth for being two of the most fashionable mothers in Hollywood. Earlier this year, Kate hung out with her son, Joe, in a crisp, white shirt, a black scarf, a cream messenger bag and skinny jeans. And in spring 2010, Gwyneth wore a black maxi-dress and white button-down while walking with her son, Moses.