Crystal Hefner, 39, Celebrates New Engagement: Life After Hugh Hefner’s Legacy

Crystal Hefner is ready to start a new chapter in her life. The former Playboy model, who spent five years married to Hugh Hefner before his passing in 2017, recently got engaged to James Ward after just over a year of dating. The proposal took place in Hawaii, at a stunning seaside deck that James built for her.

On April 25, he popped the question with a six-carat diamond ring, a sweet surprise that left Crystal stunned. “James completely surprised me,” she shared in an interview with Us Weekly.

The couple celebrated their anniversary in Africa, while James arranged the perfect proposal moment back home. He created a path lined with handwritten notes leading to the deck, where Crystal was overwhelmed with emotion. “I had no idea he was secretly turning it into something permanent and symbolic,” she explained. The spot held special meaning for them, as it was where they’d enjoyed a picnic a year prior.

Crystal reflected on how different this engagement feels compared to her first. She described her first wedding as more about public perception than true partnership. “This time with James, it’s completely different,” she said. “We’re best friends. Our wedding will reflect that—simple, heartfelt, and full of love.”

Interestingly, this proposal highlights a trend where meaningful, intimate engagements are becoming more popular. According to a recent survey by the Wedding Report, over 70% of couples now prefer personal, experience-driven proposals to extravagant public displays. This shift shows a growing desire for authenticity in relationships.

While the couple is excited, they’re taking their time with wedding plans. They aim to enjoy their engagement period and might tie the knot in 2026. Crystal’s story serves as a reminder of new beginnings and the importance of genuine connections in love.

Crystal and James started dating in 2024 after being introduced by mutual friends. Following her marriage to Hugh, which began in December 2012, Crystal moved to Hawaii, where she has since built a fulfilling new life.

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