Cleveland Browns quarterback Deshaun Watson is officially off the market. Over the weekend, the embattled NFL star got down on one knee and proposed to his longtime girlfriend, Jilly Anais, and she happily said yes.
The couple, who have been together for nearly six years, shared the joyous moment on Instagram, giving fans a close-up look at Anais' new dazzling diamond ring—an accessory that instantly became the center of attention.
The proposal appeared to be a dreamlike moment, complete with romance, smiles, and celebrations. The engagement photos showcased the couple basking in their happiness, shutting out the noise from the outside world. Watson, dressed in an elegant suit, looked emotional as he held Anais, while she, radiant as ever, proudly displayed the massive ring.
The size and brilliance of the diamond immediately became a talking point, with many speculating about its jaw-dropping value.
While the engagement should be a purely celebratory occasion, Watson’s past controversies inevitably cast a shadow over the announcement. The star quarterback has faced a storm of legal troubles, including multiple allegations of sexual harassment and assault from more than two dozen female massage therapists.
Despite the accusations, Anais has remained steadfastly by his side, standing with him through both personal and professional turbulence.
The timing of the engagement was notable, as it took place on March 16, 2025—exactly four years after the first lawsuit against Watson was filed. That legal battle, which eventually grew into a high-profile scandal, led to the quarterback being sidelined from the NFL for a significant period.
Despite his eventual return to the league and a record-breaking $230 million contract with the Browns, the stigma surrounding Watson has never fully faded.
Yet, through it all, Anais never wavered. The influencer and singer, known for her glamorous lifestyle and social media presence, has consistently supported Watson publicly, celebrating his career milestones and defending their relationship against scrutiny.
Now, with an engagement ring that appears to be as extravagant as Watson’s contract, the couple is making a statement—they are moving forward together, no matter the past.
The engagement announcement quickly spread across social media, garnering mixed reactions. Many of Watson’s supporters, including teammates and fans, congratulated the couple on their next chapter. The quarterback’s fellow NFL players chimed in with messages of support, while Anais’ influencer circle showered her with love and admiration.
However, the engagement also reignited the ongoing debate about Watson’s past, as critics questioned Anais’ decision to accept his proposal despite the long history of allegations against him. Social media was flooded with discussions, with some users accusing Anais of being blinded by wealth and luxury, while others defended her choice, arguing that love is complex and that only she knows the full depth of their relationship.
Many skeptics pointed out that Watson’s name is still linked to controversy, even though he settled most of the lawsuits out of court. While some believed that his financial success and superstar status were enough to secure Anais’ loyalty, others argued that true love is what has kept them together through it all.
Either way, the extravagant engagement ring—reportedly worth a small fortune—has become the ultimate symbol of Watson’s commitment.
Watson and Anais’ relationship dates back to 2019, long before the allegations surfaced. The couple has always portrayed a picture-perfect romance on social media, sharing vacation snapshots, birthday surprises, and moments of unwavering support.
Anais has built her own brand as a social media influencer, model, and singer, gaining a substantial following. Her devotion to Watson has been evident in her public appearances and online posts, where she has never shied away from expressing her love for the quarterback.
Despite the controversies, Watson has continued to build his career in the NFL, securing a massive deal with the Cleveland Browns. Though his time on the field has been inconsistent due to injuries and suspensions, his talent remains undeniable.
However, his public image remains tarnished, and every move he makes is scrutinized. This engagement, while a personal milestone, is no exception.
The reactions within the sports community have also been divided. Some believe that Watson deserves to move on with his life and that his engagement should be seen as a fresh start.
Others argue that the past cannot be ignored and that Anais’ willingness to stay with him raises questions about her own values and motivations. Regardless of opinions, one thing is clear—this engagement is not just about love, but also about perception, money, and power.
Looking ahead, the couple is likely to plan an extravagant wedding, possibly as grand as the engagement ring itself. With Watson’s deep pockets and Anais’ love for the glamorous lifestyle, their nuptials could be a spectacle.
A destination wedding, luxury venues, and a guest list filled with A-list athletes and celebrities could be expected. However, it remains to be seen whether the public will ever fully embrace their union or if Watson’s past will continue to follow them.
This engagement marks a major step forward in their relationship, as it solidifies their bond in the face of continued criticism. For Watson, this public display of commitment may serve as a way to shift the narrative surrounding his name.
While his past remains a topic of debate, his future with Anais now appears clearer than ever.
No matter how the public perceives it, Deshaun Watson and Jilly Anais have made their choice. They are moving forward together, leaving behind a trail of controversy but carrying with them a massive diamond ring that has become a symbol of their unshaken bond.
