Obama divorce rumors ramp up after Michelle gets ‘flirty’ with billionaire: ‘If I were single…’

Michelle Obama sparked divorce rumors, again, after she got ‘flirty’ with Airbnb's co-founder and CEO, Brian Chesky

Published on: May 24, 2025, 06:41:05 IST

By Yash Nitish Bajaj

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Michelle Obama sparked divorce rumors, again, after she got ‘flirty’ with Airbnb's co-founder and CEO, Brian Chesky, on her IMO podcast this week. The former First Lady even went on to say that if she is a ‘single girl out there’, she would ‘stay in his house, have you ever’. While the 61-year-old was making these comments ‘candidly’, social media users speculated if she is inching towards a divorce from former President Barack Obama.

Former US First Lady Michelle Obama sparked divorce rumors with her 'flirty' conversation with a billionaire (AFP)

Chesky, making his debut on Michelle's podcast, spoke about how an Airbnb user refreshed the website thousands of times until they got to book a stay in his home. The billionaire has opened his home as an Airbnb. Making the announcement, he had said back in 2022: "Starting today, my home is now on Airbnb (yes, this is my actual home and I’ll be there when guests are here)." He further noted that his house has amenities such as freshly baked chocolate chip cookies, a golden retriever, and freshly brewed coffee.

After the 43-year-old narrated the story to Michelle, she quickly jumped on to express her interest in staying at his home. "I have to say, Brian, if I'm a single girl out there, and I find out that Brian Chesky is single, and I can, like, stay in his house, have you ever -"

The Airbnb CEO intervened, saying both Michelle and her husband have tried to set him up with potential suitors on numerous occasions.

“I’m very invested in Brian’s love life,” Michelle admitted.

"I usually don't get to talk to you in an interview format, so let's pretend like it's just us at dinner somewhere with me, poking you and prodding you on how life is," she said during the Wednesday podcast episode.

Reacting to the former First Lady's interaction with Chesky, one social media user wrote: “I think she is at one step to be single, what is going on with her?”

“She’s dropping divorce hints like breadcrumbs,” another one added on X, platform formerly known as Twitter.

Michelle Obama shut down divorce rumors

Only weeks ago, Michelle Obama snapped back at rumors about her alleged marriage troubles with her husband. She said, ‘everyone would know’, is she was divorcing the former president.

“If I were having problems with my husband, everybody would know about it. I would be problem solving in public. I'm not a martyr,” she said during the May 1 episode of ‘The Diary of a CEO’ podcast with host Steven Bartlett.

ABOUT THE AUTHOR
Yash Nitish Bajaj
Yash Bajaj is a Chief Content Producer with a strong foundation in US coverage, digital strategy, and audience-focused storytelling. As part of the US Desk at Hindustan Times, he covers a wide range of topics - from American politics to sports (NFL, NBA, derbies, MLB and more). Before joining Hindustan Times, Yash served as Deputy News Editor at Times Now, where he oversaw international coverage and led a team of six. In this role, he significantly expanded global traffic through strategic planning, SEO-driven content execution, and meticulous trend tracking across platforms. He is experienced in managing high-pressure breaking-news shifts, coordinating live coverage, and building newsroom systems that improve speed, accuracy, and reach. Prior to Times Now, Yash held a position at Opoyi, where he headed the Sports and US news team. He developed broad editorial strategies, guided reporters across multiple beats, and played a key role in recruiting and training new talent. His responsibilities also extended to social media management and experimenting with innovative content formats. A passionate NFL fan, Yash is a die-hard supporter of the Cincinnati Bengals and has followed Joe Burrow closely since his college days at LSU. Whether breaking down top players' latest performance, analyzing team performances, or tracking roster moves, he brings the same dedication and sharp storytelling to his sports coverage as he does to American politics and breaking news. When he’s not writing, Yash can often be found watching games or debating the latest NFL storylines with fellow fans. Yash holds a Bachelor of Mass Media (Journalism) from HR College, Mumbai University. His interests extend well beyond the newsroom: he is an enthusiastic explorer of AI tools, a movie buff with an ever-growing watchlist, and someone who enjoys unraveling conspiracy theories for fun.Read More

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