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Heidi Klum, 2009 and 2006

With ten seasons of Project Runway and four children, it doesn't take a mathematician to calculate that Heidi Klum has attended the Emmys pregnant more than once. For her 2006 outing, she chose a crimson draped Michael Kors number with a sulty high slit, while for the 2009 Emmys, the well-into-her-third-trimester Klum opted for a formfitting Marchesa gown: "The bigger you get in the end, it's better to go small [dress-wise]."