Saylee Padwal is a Features and News Writer for Screen Rant where she covers Reality TV. Enjoys spending her spare time binging her favorite horror films, and crime docs, and exploring local coffee shops.

After undergoing bariatric surgery in Mexico four years ago, Winter has lost 114 pounds. She is no longer just known as Chantel’s sister but has established her own identity and unique personality, which continues to attract fans to her social media content. Viewers have often speculated whether Winter could land her own spin-off, given how inspiring and personal her journey has been. Now, those rumors feel more likely than ever, as Winter has been teasing a new man in her life. Though she has yet to reveal his face, many of her followers strongly suspect it could be Michael.

Winter Announced Her Engagement In March 2025

Winter’s Surprise Engagement Raised Questions About Her Fiancé’s Identity

Winter truly has a knack for surprising her fans, as no one expected her to announce an engagement. She had given very few hints that she was even dating someone, let alone in a relationship serious enough for marriage. On March 28, 2025, Winter shocked her followers by posting a video of herself in a white satin dress, looking ethereal as she hugged a man in a powder blue suit. The man’s back was turned to the camera, keeping his identity hidden, while the couple stood surrounded by blue and white balloons in a romantic setting

Winter announced she was planning her wedding through the caption of her Instagram post. One clip in the video featured her wearing green pajamas and showing off her hand, so fans could admire the large pear-shaped diamond on her finger. She also included the hashtag “She Said Yes.” In the comments, fans began speculating about the identity of her mystery man. Many guessed it might be Michael Ilesanmi. “Michael is that you???” wrote rosa_esme1123, while lilly_1925_ confidently commented, “She is engaged to Michael Ilesanmi.”

Did Winter Marry Her Mystery Man In May 2025?

Winter Gave Fans A Glimpse Of Bridal Shower Before Revealing Wedding News

On April 8, Winter gave fans a glimpse of her bridal shower on Instagram. She shared, “Yesterday was a moment I will never forget,” and expressed gratitude to her “soul sisters” for covering her in love and prayer, reminding her she was not alone in her journey. Winter wore an all-white outfit with white jeans and a matching top, along with a bridal veil. She also revealed the food served at the event and the gifts she received. In the weeks that followed, Winter shared her wedding preparations with fans and launched an “I Do” activewear collection on her CKYou website.

On May 19, 2025, Winter revealed that she had gotten married. The photo she shared showed her father walking her down the aisle, while she wore a beautiful white bridal gown and held a colorful bouquet. However, Winter did not post any additional pictures from the ceremony, particularly none featuring her husband, continuing to keep his identity private. When a fan, thestellawilliams, commented, “Already??? Congratulations,” Winter replied, “Yes! When it’s right you don’t need to wait. Thank you girl!” Her response confirmed the wedding but offered no further details about her new partner.

Who Is Winter’s Husband?

Did Winter Get Married To Michael?

Winter has yet to publicly reveal the identity of her husband, which has fueled speculation that she may be appearing in a future season of 90 Day Fiancé and is keeping her new partner under wraps for storyline purposes. If that is the case, some fans believe she may have avoided posting about the wedding entirely to prevent spoilers. However, 90 Day Fiancé blogger Merrypants revealed that Winter has married her long-distance partner from Ghana, uncovering the mystery that Winter herself has chosen not to address publicly, at least for now.