Hilton began her career as a fashion model. She has done several runway shows for major designers and is a regular model for Heatherette, along with her sister Paris; they usually open and close the runway shows. In 2005, Hilton, along with Kimberly Stewart, was the face of Australian underwear line Antz Pantz.Stewart remains contracted, however Hilton has since been replaced by Australian up-and-coming model Megan Maitland. Around this time, Hilton modeled for the cover of Lucire magazine for its New Zealand and Romanian editions. Nicky Hilton made her acting debut in National Lampoon's Pledge This!, which also featured her sister Paris Hilton. The movie was a straight-to-DVD and released on December 19, 2006. She also made a cameo in Pauly Shore Is Dead, with Paris. In 2003, Nicky and Paris were each offered a role in a reality show called The Simple Life, but Nicky rejected the part. However, Paris went through with it, and her best friend Nicole Richie was given the role that Nicky refused. In 2006, she entered a partnership to open two Nicky O Hotels, the first in Miami and the second in Chicago. On February 12, 2007, Hilton was sued for breach of contract by her partners.