The Project Runway host wore a custom-fitted Marchesa gown during the 2009 Emmy Awards. At eight-and-a-half months pregnant, Klum, who’s expecting her fourth child, said the best part about being pregnant is being able to “let it all out.” Jennifer Graylock / AP Photo Reality TV star Kourtney Kardashian said getting dressed for this year’s Emmy ceremony was “challenging”—especially at nearly seven months pregnant—but she still wanted to be fashionable. Black is slimming, after all. Matt Sayles / AP Photo When Catherine Zeta-Jones attended the 2003 Oscars nine months pregnant, ambulances were placed on standby if she happened to go into the labor during the notoriously over-long ceremony. Taking the chance was worth it—Zeta-Jones nabbed the Best Supporting Actress trophy for her role in Chicago. AP Photo She might not have a sense of humor—during Sunday’s Emmy Awards, Williams was the only Best Supporting Actress nominee not to wear goofy eyewear during the award presentation—but at the 2000 Oscars, she was all smiles while pregnant in a low-cut black Carmen Marc Valvo dress. Reuters The Aussie actress is a red-carpet mainstay, and the five-time Oscar nominee wasn’t about to miss the 2008 Academy Awards, where she was nominated for Elizabeth: The Golden Age and her scene-stealing turn as Bob Dylan in I’m Not There. She decided to forego black for a deep-purple Dries Van Noten gown. AP Photo Surprisingly, her comic-book adaptation film Fantastic Four 2 was not nominated, but Jessica Alba still attended the 2008 Oscars with husband Cash Warren while she was in her third trimester. Chris Pizzello / AP Photo She’s always glowing, but in 2007 Halle Berry looked more gorgeous than usual when pregnant with her daughter Nahla Ariela Aubry. The 43-year-old actress has said she would like her daughter to have a sibling soon. With the Oscars only a few months away, will she strap on the high heels while expecting again? Gregg DeGuire / Getty Images Being pregnant with twins didn’t keep Angelina and Brad Pitt from attending the 2008 Cannes Film Festival and promoting Kung Fu Panda and her hailed performance in Clint Eastwood’s Changeling. Angelina, looking radiant in her flowing green Max Azria Atelier gown (long enough to cover up her comfortable shoes) said, “If I was feeling too pregnant, everybody said I didn’t have to come.” Daniele Venturelli / Getty Images Sacha Baron Cohen’s fiancé originally tried to dodge rumors that she was pregnant, saying, “I was trying not to be rude, but there’s a time before you’re sure everything is all right with no complications that you just don’t want to discuss it.” But there was no denying the truth at the 2007 red-carpet premiere of her film Hot Rod. Matt Sayles / AP Photo In 2007, Jennifer Lopez still walked the red carpet in an asymmetrical white dress after canceling her performance at the "Movies Rock" celebration of music in film. The singer, who had denied for months that she was pregnant, declined to perform onstage after saying she wasn’t comfortable while pregnant with twins. Who can really blame her? Jon Kopaloff, FilmMagic / Getty Images A very pregnant Salma Hayek walked the red carpet at the 2007 ALMA Awards to celebrate the cast of her show Ugly Betty. Albert L. Ortega, WireImage / Getty Images M.I.A. didn’t just show up at the 2009 Grammys—the rapper actually performed on her due date. Looking slightly less chic than her Oscar red-carpet counterparts, the “Paper Planes” singer was nominated for two awards. She ditched her red-carpet gown for a revealing black-and-white polka-dot bikini for her “Swagga Like Us” performance with T.I., Jay-Z, and Lil Wayne. The Brit singer gave birth three days later. Matt Sayles / AP Photo The always prim-and-proper actress wore a white lace Balenciaga gown to the 2006 Golden Globes while pregnant with her second child, Moses. Mark J. Terrill / AP Photo Eva Marie Saint attended the 1954 Oscars eight months pregnant, and the Hollywood newcomer, who won the Best Supporting Actress award for On the Waterfront, shocked the stuffy audience with her acceptance speech comment: “I think I may have the baby right here out of excitement.” Bettmann / CORBIS