Jimmy Kimmel skewers Martha Stewart over ‘ridiculous’ Halloween costume: ‘Your assistant hates you’

See more of our coverage in your search results. Jimmy Kimmel blasted Martha Stewart’s “ridiculous” Halloween costume in his monologue Monday. “Martha Stewart, for whatever reason, dressed like a homeless person,” the “Jimmy Kimmel Live!” host told viewers, noting he “love[s] seeing rich famous people get hammered for their costumes the day after.” After showing the lifestyle guru’s since-deleted photo of herself as an unhoused individual — complete with a cardboard sign and dirt on her face — Kimmel, 58, joked, “That’s how bad Trump’s economy is. Even Martha Stewart is homeless.” Jimmy Kimmel eviscerated Martha Stewart’s Halloween costume on his late-night show Monday. Jimmy Kimmel Live/ Youtube The lifestyle guru, notably, dressed as an unhoused person. marthastewart48/instagram He asked, “Now how does this happen? How does this woman wind up in that costume being photographed and posted? This is how you know your assistant hates you.” Kimmel subsequently blasted Stewart’s initial defense of the costume, calling it “strike two” in her Halloween debacle. The businesswoman, notably, told Page Six her ensemble was meant to “bring more awareness to the very serious subject of homelessness.” Kimmel quipped that he “love[s] seeing rich famous people get hammered for their costumes the day after.” Jimmy Kimmel Live/ Youtube Martha Stewart speaks onstage during the Fast Company Innovation Festival in New York City on Wednesday, Sept. 16. Andrew Schwartz/SIPA / Shutterstock Want more celebrity and pop culture news? Start your day with Page Six Daily. Thanks for signing up! She told us, “Homelessness continues to remain one of America’s greatest challenges and ongoing crises, something that I care deeply about and I have spent a significant amount of time and effort supporting charities that combat this ongoing social epidemic.” Kimmel jokingly shared “a good general rule of thumb” for Stewart. “Don’t use your Halloween costume to raise awareness of anything other than Halloween, especially when you complete the look with a boyfriend sweater from The Row,” he said. Martha Stewart makes spooky costumes and party accessories at a DIY event on Tuesday, Oct. 2, 2018, in New York. Getty Images for Michaels Martha Stewart walks in New York City on Wednesday, April 29, 2026. GC Images Stewart did, ultimately, issue an apology for her headline-making outfit. On Sunday, she wrote via Instagram, “It’s hard to admit when you’ve really screwed up. My earlier statement didn’t go far enough. I know many people are suffering economically. Wearing a costume like I did was insensitive and not funny.” Stewart has continued posting on social media since the scandal, with one of her latest uploads causing controversy. Martha Stewart attends “Richard Christiansen in Conversation with Martha Stewart: Flamingo Estate Pleasure Principles” at 92NY in New York on Sept. 18, 2026. Getty Images Martha Stewart attends the Men’s Singles Final match at the US Open in New York, Sunday, Sept. 13, 2026. Getty Images On Monday, she showed off the slew of pastry freebies she got from the new Altbau bakery in Brooklyn, New York. One of Stewart’s followers requested she “deliver the bread to hungry people,” while another commented, “PR team must be ripping out their hair 💀.” A third quipped that the post was “her version of ‘let them eat cake.'” Community Guidelines Welcome to the Page Six Community! Our community is about connecting people through open and thoughtful conversations. We want our readers to share their views and exchange ideas in a safe space. In order to do so, we've created a simple set of rules that will improve your experience. Simply put, keep it civil. Your post will/might be rejected if it contains: Spam Insults, profanity, incoherent, obscene or inflammatory language and threats of any kind Attacks on the identity of other commenters or the article's author User accounts will/might be blocked if we notice: Continuous attempts to re-post comments that have been previously moderated/rejected Racist, sexist, or homophobic comments Attempts or tactics that put the site security at risk So, how can you be a power user? Stay on topic and share your passion. Feel free to elaborate to get your point across. 'Like' or 'Dislike' when you are filled with emotions! Protect your community. Use the report tool to alert us when someone breaks the rules. Thanks for reading our community guidelines. Don't forget, freedom of speech is not the freedom of reach!