Hollywood icon Jennifer Aniston has sent fans into a frenzy with fresh speculation about a possible secret engagement to her boyfriend, hypnotherapist and wellness coach Jim Curtis. As the couple prepares to ring in the New Year together, sources close to the pair hint that a proposal could be imminent during their upcoming holiday getaway.
The rumors ignited in early November when Aniston, 56, went Instagram official with Curtis on his 50th birthday. She shared a tender black-and-white photo of herself embracing him from behind, captioning it, “Happy birthday my love. Cherished ❤️.” Eagle-eyed followers quickly zoomed in on a sparkling diamond band visible on her left ring finger, fueling immediate engagement chatter.
While Aniston has a history of wearing rings on that finger, insiders insist this one feels different. “It’s hugely significant that she posted this photo showing a rock on her left hand—essentially announcing to the world that this is a real love story,” one source told Heat magazine. Another added that Curtis has “touched Jen’s soul,” giving her a renewed perspective on life.
The couple’s romance began quietly in spring 2025 after a mutual friend introduction. They were first spotted together in July on a luxurious yacht vacation in Mallorca, Spain, alongside friends like Jason Bateman and his wife Amanda Anka. Since then, Curtis has been a constant presence, supporting Aniston at events such as the New York premiere of The Morning Show season four and the launch of her LolaVie haircare brand.
By November, they made their red carpet debut at Elle’s Women in Hollywood Celebration, further solidifying their bond. Sources describe Curtis as “calm, confident, and very present,” noting he’s unfazed by Aniston’s fame. “He’s all in,” one insider revealed.
Recent reports suggest the holidays could mark a turning point. The pair has planned a snowy trip, and friends are buzzing with anticipation. “They’re not kids, and they’re not wasting time. Everyone around them is expecting a proposal,” a close pal shared. Some even whisper of wedding plans overseas.
Aniston, who has been married twice before—to Brad Pitt (2000–2005) and Justin Theroux (2015–2018)—has long guarded her privacy in matters of the heart. Yet with Curtis, she’s appearing more open and radiant than in years. As 2025 draws to a close, fans are left wondering: Will Jennifer walk down the aisle for a third time before the clock strikes midnight on New Year’s Eve?
Neither Aniston nor Curtis has commented on the engagement speculation, leaving the world to watch and wait for what could be her happiest chapter yet.
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