LOS ANGELES — Television icon and The Price Is Right host Drew Carey, 66, recently made headlines after being photographed on what appeared to be a casual date with 37-year-old model and content creator Niki Skyler. The sighting has sparked curiosity and conversation among fans, marking a rare public moment for Carey since the tragic death of his former fiancée.

Drew Carey, 66, Turns Heads During Date With Model, 37, in New Photos

The pair were seen dining together earlier this week at Swingers Diner, a well-known retro-style eatery in Los Angeles. According to the Daily Mail, the duo arrived together and seemed relaxed and in good spirits throughout their meal.

For the low-key outing, Carey kept things casual in a blue-and-white plaid button-down shirt, paired with dark trousers and sneakers. Skyler, known for her presence on OnlyFans and her modeling accolades, opted for a bold yet comfortable look—baggy black pants and a tight, black halter top that showed off her toned figure.

Skyler, who was crowned Penthouse Pet of the Month in April 2017, is no stranger to public attention. Her social media accounts showcase a confident and outspoken persona. In a past interview with Penthouse, she admitted, “Older men turn me on,” a quote that has since resurfaced in light of her outing with Carey.

While the nature of their relationship remains unconfirmed, the sighting was notable given Carey’s previous statements regarding his personal life. In a February 2025 interview with Us Weekly, the comedian opened up about the emotional scars left by the death of his former fiancée, Dr. Amie Harwick.

Harwick, a well-known family and sex therapist, was tragically killed in February 2020 by her ex-boyfriend, Gareth Pursehouse. Pursehouse was later charged with her murder after throwing her from a third-floor balcony during a violent confrontation at her Hollywood Hills home.

“It destroyed me for a while,” Carey said in the interview, revealing how the trauma affected his emotional state and view on relationships. “I still don’t date. I have women I go out with and spend time with, but it’s all platonic, and I don’t care about anything else. Amie’s death really affected everything.”

Despite those claims, his recent appearance with Skyler suggests that Carey may be opening himself up again to companionship—or at the very least, stepping back into the public social scene.

Fans and media outlets alike are speculating about the pair’s chemistry and the possibility of a budding romance. Skyler, who has amassed a large following through adult modeling and online content, has not commented publicly on the outing.

Carey, who began his career as a stand-up comedian and gained national fame with The Drew Carey Show before taking over The Price Is Right, has kept a relatively low profile in recent years. Known for his candid humor and self-deprecating charm, he remains a beloved figure in American entertainment.

The juxtaposition of Carey’s past heartbreak and his current public appearance with Skyler paints a complex portrait of a man navigating fame, grief, and aging in the spotlight. Whether their connection is romantic or purely friendly, it has undoubtedly reignited interest in Carey’s private life.

As speculation continues, one thing remains certain: Drew Carey is once again turning heads—not just for his enduring television legacy, but for the quiet, human story of resilience and connection behind the celebrity persona.