Tommy Hilfiger announced last week at the annual “Fashion’s Fight Against MS” event that he is interested in dressing the First Lady Michelle Obama more often. “I’d like to dress her up” he says. Mrs. Obama has worn many up and coming American designers, focusing on smaller labels such as Isabel Toledo, Jason Wu and Maria Pinto as well as unexpected ones such as J Crew. Tommy Hilfiger has not been featured as one of her favorites, nor has he been a staple to any other First Lady, however, he is confident that she would love the gowns he creates, “She leans toward my casual clothes, I don’t think she knows I make dressy, formal clothes.” After the jump take a look at some Fall 2010 Tommy Hilfiger Collection the First Lady would look stunning in, as well as some of her best looks to date. Which are your favorite looks and what American designers would you love to see First Lady Michelle Obama in? Tell us in the comments!