Rolling Ray, the vibrant social media influencer and reality TV star, captured the hearts of millions with his unapologetic personality, catchy phrases like “Purrr,” and his journey as a disabled artist in the spotlight. Born Raymond Harper on September 5, 1996, Rolling Ray rose to fame through platforms like Instagram and TikTok, where he shared his life, music, and dramatic moments. However, his personal life, including his romantic relationships, often made headlines. In this article, we’ll explore who Rolling Ray’s boyfriends were, his high-profile relationships, and the heartbreaking details surrounding his death at age 28.
Rolling Ray’s Boyfriends: A Timeline of His Relationships
Rolling Ray’s romantic life was as public and dramatic as his online persona. He was linked to several partners over the years, with relationships often playing out on social media and reality TV. Here’s a breakdown of his known boyfriends:
Christian McCormick: The Long-Term Ex
One of Rolling Ray’s most notable relationships was with Christian McCormick, whom he dated for about 10 years. In 2021, the couple appeared on Divorce Court, where Rolling Ray accused Christian of cheating and using his fame for personal gain. The episode, titled “Rolling Ray Harper Vs. Christian McCormick: Camera’s Rollin’,” highlighted their tumultuous dynamic, with Rolling Ray claiming Christian couldn’t commit.
Despite the drama, the relationship ended on a sour note, but it showcased Rolling Ray’s willingness to air his personal struggles publicly.
Roland: The Instagram-Official Romance
After his split from Christian, Rolling Ray went public with a new boyfriend named Roland in September 2021. He made their relationship Instagram official, sharing photos and videos of the couple. In one viral post, Rolling Ray and Roland were seen packing on the PDA at an airport before heading to Hollywood, captioning it with affectionate messages.
Their romance was confirmed again in December 2021 after eight months of dating. Roland appeared to be a supportive partner during Rolling Ray’s recovery from his fire accident. However, details about their current status before Rolling Ray’s death remain unclear, as the influencer kept some aspects private in recent years.
Details About Rolling Ray’s Tragic Death
Tragically, Rolling Ray passed away suddenly on September 4, 2025, at the age of 28—just one day before his 29th birthday. The news was first announced by his mother in a heartfelt Facebook post, where she expressed her heavy heart and stated that her son had “gone home to be with the lord.” The post has since sparked widespread tributes from fans and celebrities alike.
While the exact cause of death has not been officially confirmed, reports indicate that Rolling Ray had been battling ill health in the months leading up to his passing. Some outlets mention a sudden death, with no specific details released yet.
