I truly hope Michelle does not try to affect Jackie O and instead brings her own brand of sleek and classy to the events. Her body type is more athletic than Jackie's ever was, and her personal style seems more all-American than wannabe French. I look forward to watching her for the next 4 years.
I like the Marc Jacobs, or DVF in a better colour. Immediate disqualification for anyone who can't be arsed to sketch the model with the same colour skin as Michelle Obama.
Derek Lam's one is a bit too cocktail-y, for me. I LOVE the Chanel suit, but for Michelle, I think instead of white a deep purple or royal blue would be best. Really, though, she'd look good in anything.
What about a compromise of styles? The Derek Lam dress is gorgeous and I think the cut would be flattering, but how about a change of color. She would look fantastic in that style but change the color to the deep purple/eggplant. Or a combo of the Peter Som and Marc Jacobs dress.
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From the project rungay boys:
[projectrungay.blogspot.com]
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Immediate disqualification for anyone who can't be arsed to sketch the model with the same colour skin as Michelle Obama.
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Also: Doris Day in Pillow Talk = SQUUUWEEEE!
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Chanel for the steps:

Dior for the ball:
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Something colorful - no white or cream please!
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Also, good call on the Grace Kelly outfit. You really can't go wrong emulating Princess Grace.