Chrissy Teigen & Kate Upton – Pageant Princess and Marilyn Monroe

In 2011, Chrissy Teigen and Kate Upton brought some serious star power to Halloween. Chrissy dressed up as a pageant princess, giving major “Toddlers & Tiaras” vibes, while Kate embodied the legendary Marilyn Monroe in her signature white dress and blonde curls.

Chrissy, a model and TV personality, became widely known through social media and her candid sense of humor, while Kate rose to fame as a Sports Illustrated cover model. Chrissy had expanded her culinary brand with more cookbooks in 2023, while Kate continued acting and modeling. Their costumes were the perfect mix of fun and glam, making them Halloween showstoppers on the red carpet.