Winter Everett from The Family Chantel has been wearing a new sparkling ring on her fourth finger, suggesting she may have gotten engaged off camera. The youngest Everett sibling first appeared on reality TV as a supporting cast member in Chantel Everett and Pedro Jimeno’s storyline. While Winter was a side character, viewers were drawn to her down-to-earth personality and wished to see more of her story. Over time, The Family Chantel featured more of Winter and her tumultuous romantic relationship with Jah. Despite being together for seven years, the couple lacked compatibility.

During The Family Chantel season 3, Winter finally revealed she had broken up with Jah after a heated argument. As she worked on repairing her relationships with her family, which had been strained due to Jah, Winter also started focusing on her fitness and naturally lost 50 pounds. Eventually, she underwent weight loss surgery in Tijuana, Mexico, with the support of Chantel and their mother, Karen Everett. Over the past four years, Winter has dropped almost 140 pounds. She looks more slender than ever, and her newfound confidence has also helped her realize her dream of becoming a fashion model.

Winter Was Previously Engaged To Jah

Winter & Jah Shortly After The Engagement

Winter and Jah’s relationship was never healthy. Winter was required to blindly follow Jah’s religion, the Nazarene faith, even when she didn’t understand the significance of certain practices. Many of The Family Chantel viewers could even sense that Jah was alienating Winter from his family.

Despite the red flags, the couple ignored them and became engaged during TLC‘s The Family Chantel season 3. While Jah’s proposal was sweet and heartwarming, their relationship quickly deteriorated after the secret engagement. Winter and Jah ultimately didn’t follow through with the engagement and broke up for good.

Winter Has Been Keeping Mum About Her Romantic Life

Winter Prefers To Keep Her Love Life A Mystery

Since her breakup with Jah, Winter has kept her romantic life under wraps. There were rumors of her having a fling with Kalani Faagata’s former husband, Asuelu Pulaa, but they weren’t proven true.

Unlike her elder sister, Chantel, who had been dropping hints about a new relationship with a mystery man, Winter has chosen to keep her love life out of the spotlight. The Family Chantel alum’s recent social media posts and Instagram Stories have focused on three main aspects of her life: her remarkable 140-pound weight loss, her career as a fashion influencer, and her new clothing business, CKY.

Winter Has A New Sparkling Ring

Did Winter Get Engaged Off Camera?

Though Winter hasn’t revealed much about her new relationship, she recently shared a surprising video that suggests she may have gotten engaged behind the scenes. As per a video shared by @therealitytvmess, Winter is seen sporting a large, glittering ring on her fourth finger, which appears to be an engagement ring. The caption of the Instagram post stated, “okay! Winter rocking a diamond on her finger!” Considering the size of the diamond and the way the ring is worn, it seems unlikely that The Family Chantel cast member is simply using it as an accessory.

Is Winter Returning To A New Spin-Off?

Winter Could Return To A Spin-Off To Document Her Wedding

Given that Winter appears to be in a committed relationship but still chooses to keep it private, she may be waiting for the right moment to share the news with her fans.

The network recognizes that Winter is a beloved cast member of the 90 Day Fiancé franchise, and they would be interested in bringing her back in some capacity, especially since her storyline on The Family Chantel didn’t have a satisfying resolution. Winter may have also anticipated the opportunity to be featured in a spin-off to document her life, so she has kept details about her relationship under wraps.

Just as Chantel was able to participate in 90 Day: The Single Life season 4 to find a new partner after her tragic split from Pedro, Winter may be given a similar chance in season 5. She could date someone new or document her alleged engagement with her mystery man.

Perhaps the network might greenlight a brand-new The Family Chantel spin-off, where Winter could showcase her journey to walking down the aisle while other famous cast members such as Lidia Morel, Nicole Jimeno, and Pedro share the latest updates about their lives.