At 56, Jennifer Aniston is glowing brighter than ever—and fans are convinced it’s because of a sparkling secret on her finger. As Christmas 2025 approaches, whispers of a holiday engagement to her boyfriend, wellness coach and hypnotherapist Jim Curtis, are reaching fever pitch. Could the Friends icon be gearing up to say “yes” under the mistletoe, complete with a jaw-dropping “massive” diamond ring?

Aniston, who turned heads with her timeless elegance throughout 2025, has been in a blissful romance with the 50-year-old Curtis since early this year. Their love story kicked off with months of deep conversations, evolving into a full-blown relationship by summer. Spotted cozying up on a luxurious yacht in Mallorca in July alongside pals like Jason Bateman and Courteney Cox, the pair quickly became inseparable.
By November, Aniston made it official on Instagram, posting a tender black-and-white photo hugging Curtis for his 50th birthday. “Happy birthday, my love. Cherished ❤️,” she captioned, tagging him and sending fans into meltdown. Curtis, a father to teenage son Aidan and a passionate advocate for mindfulness and rescue dogs (just like Jen), reciprocated with loving posts, calling their bond a “dream.”
Their romance hit the red carpet at ELLE’s 2025 Women in Hollywood Celebration, where they dazzled in matching Ralph Lauren looks. Insiders rave about how Curtis brings a “calm, secure energy” to Aniston’s life. “He feels very safe for her,” one source told PEOPLE. “Her friends love him—he’s supportive, warm, and fits perfectly into her world.” Another added, “She truly loves him,” noting their shared holidays plans, including snowy trips and intimate gatherings.
But the real intrigue? Engagement buzz that’s been building since November. Eagle-eyed fans spotted a glittering diamond band on Aniston’s ring finger in her birthday post for Curtis, sparking wild speculation. Tabloids report friends believe a proposal is imminent, with some whispering of a “secret engagement” already in play. Sources claim she’s been “dropping clues,” like mentioning overseas weddings that nod to her Greek heritage (via late father John Aniston) and Curtis’s roots—perhaps vows by the Aegean Sea?
Adding fuel to the fire: Reports of Aniston house-hunting in New York City to be closer to Curtis, despite pals like Cox worrying she’ll uproot her California life. “They’re not wasting time,” an insider said, hinting at holiday magic. With Christmas Eve upon us, could Curtis pop the question amid festive lights and snow?
Aniston, who’s navigated high-profile heartbreaks with Brad Pitt and Justin Theroux, seems ready for this chapter. In recent chats, she’s praised Curtis as “extraordinary” and “very normal,” crediting him for her radiant vibe. Whether a massive diamond materializes this Christmas or not, one thing’s clear: Jen’s found genuine happiness. Fans are holding their breath—will wedding bells ring in 2026?
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