Demi Lovato Stunned as Fiancé Uses ChatGPT to Expose Her Controversial Past

Demi Lovato was left speechless last Saturday when her fiancé, Jordan "Jutes" Lutes, used ChatGPT to humorously—but harshly—roast her career and personal controversies. What began as a playful experiment quickly turned into an unexpectedly brutal takedown, leaving the pop star "still recovering" days later.

The 32-year-old singer, known for her powerhouse vocals and ever-changing artistic direction, recorded herself asking OpenAI’s chatbot to deliver a no-holds-barred roast of her career. But rather than reading the response herself, she handed the task over to Jutes, her backup vocalist-turned-fiancé, who seemed to enjoy delivering the AI-generated burns.

With a smile, the 33-year-old musician began reading the AI’s assessment aloud, and it wasted no time in taking shots at Demi’s history of musical reinventions.

"Roast Demi Lovato? Oh, you mean the artist formerly known as ‘Confident’ but now more like confused?" Jutes read, chuckling at the chatbot's wit.

The AI continued, pointing out the frequent shifts in Lovato’s musical style:

"Demi Lovato has had more rebrands than a failing fast food chain. One minute they're punk rock, the next they're singing pop ballads, and somewhere in between they're beefing with a frozen yogurt shop."

The reference to the infamous frozen yogurt controversy struck a nerve. In 2021, Lovato publicly called out LA-based shop The Bigg Chill, criticizing them for promoting "diet culture" by selling sugar-free options. The backlash was swift, with many accusing the singer of overreacting.

Demi later explained that the incident had triggered her struggles with an eating disorder, but the damage was done—her image took a hit, and she became a meme overnight.

Ironically, just two years later, in 2023, Lovato shocked fans with a dramatic 50-pound weight loss, sparking speculation about her use of Ozempic, a medication commonly prescribed for weight management.

ChatGPT didn’t stop there. The AI took a jab at Lovato’s public journey with gender identity, reminding everyone of the time she made headlines for coming out as non-binary in 2021 and adopting they/them pronouns—only to switch back to she/her in 2022.

"Like babes, just pick a lane or at least a consistent genre," Jutes continued, barely containing his amusement.

Lovato, who once shaved her head as part of her personal transformation, has openly discussed her struggles with self-identity. She admitted feeling disconnected from rigid gender labels but later found herself returning to a more traditional identity.

The AI’s commentary highlighted the inconsistencies in her career and personal branding, much to the delight of Jutes, who seemed unbothered by the roast.

Perhaps the harshest blow came when ChatGPT compared Lovato’s career to a chaotic guessing game:

"What's wrong with being confident? Nothing Demi, but what's wrong with being consistent? Because your career path is giving throwing darts at a vision board while blindfolded."

For an artist who once proudly sang about confidence, the AI's words hit hard. Lovato has been known to experiment with different sounds, from Disney Channel pop to edgy rock and soulful ballads. While her vocal ability remains undisputed, critics often point out that her brand lacks the steady direction of pop icons like Taylor Swift or Ariana Grande.

Jutes, however, decided to soften the roast with a compliment, concluding with:

"But hey, credit where credit is due, Demi's voice is undeniable. If only their decision-making skills were as strong as their vocal cords."

The singer, known for her impressive four-octave range, latched onto the one positive note from the roast and responded with a playful, "So you think I'm a good singer?"

Despite initially laughing along, Lovato later took to TikTok to share how deeply the AI’s words had affected her. With 217.1 million social media followers watching, she admitted:

"ChatGPT roasted me a little too hard. Still recovering, to be honest. My thin skin was not ready for that."

While many fans sympathized with Lovato, others saw the roast as fair game, considering she had willingly set herself up for it. Some even argued that ChatGPT simply voiced what critics have been saying for years—Lovato’s career has been a rollercoaster of reinventions, public feuds, and controversies.

The incident raises questions about how celebrities handle public scrutiny, even when it's self-inflicted. Lovato has been open about her mental health struggles, but this moment served as a reminder that even AI can deliver hard truths.

Whether this roast will push Demi towards more stability in her career or become just another moment in her long list of viral controversies remains to be seen. One thing is certain—next time, she might think twice before asking an AI to roast her.