$230 million man Deshaun Watson spent over $2.5 million in proposing girlfriend Jilly Anais

Deshaun Watson and Jilly Anais had been dating since 2019, revealing their relationship through a vlog by the latter in 2020.


$230 million man Deshaun Watson spent over $2.5 million in proposing girlfriend Jilly Anais

Deshaun Watson, Jilly Anais (Images via People/TMZ)

As if plucked from a sports romance novel, NFL quarterback Deshaun Watson has made headlines with his recent extravagant gesture of love. The Cleveland Browns star proposed to his longtime girlfriend, Jilly Anais, with a custom-designed diamond ring valued at approximately $2.5 million. 

The engagement ring, aptly named “The Glory Treasure,” is a masterpiece of luxury and craftsmanship. It boasts over 20 carats of the finest diamonds, including a premium D center diamond renowned for its perfect cut, exceptional color, and flawless clarity.

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The ring’s setting is crafted from 18k white gold, reflecting a blend of elegance and opulence. Watson collaborated with jeweler Vikar Ahmed for seven months to bring this exquisite piece to life. Speaking to TMZ, Ahmed gushed about the exquisite ring he designed for the star.

This diamond engagement ring is not just a piece of jewelry; it is a declaration of commitment, a celebration of craftsmanship, and a mark of prestige. With its breathtaking design and the story behind its creation, it stands as a testament to the beauty of love and the artistry of high jewelry.

Vikar Ahmed said of the ring

The couple announced their engagement on Instagram, sharing intimate photos of the beachside proposal and showcasing the dazzling ring. This joyous occasion comes at a time when Watson is recovering from a re-ruptured Achilles tendon, casting uncertainty over his 2025 season.

Watson and Anais have been together since 2019, sharing their journey publicly and supporting each other through various challenges. Anais, a singer, actress, and author, has stood by Watson amid allegations of s****l misconduct that surfaced in 2021. Despite these controversies, including an 11-game suspension in 2022 and ongoing legal matters, their relationship has remained steadfast. 

The story of the scandal-clad NFL star Deshaun Watson that stood the time

Deshaun Watson and Jilly Anais, a Houston-born influencer and entertainer, didn’t have the best of the relationship experience. There was always the outside noise, mostly stemming from Deshaun Watson’s multiple s****l allegations.

Deshaun Watson
Deshaun Watson (Image via IMAGO)

Their story began in the summer of 2019 when Watson, then with the Houston Texans, connected with Anais via Instagram. Their first date combined a intense morning yoga session with a five-hour dinner. However, they didn’t reveal their relationship to the public until the COVID pandemic.

Anais featured Watson in a YouTube video titled “How I Met My Boyfriend,” where they recounted their initial meeting and burgeoning romance. As the sports world stopped for a time period, the duo got some sweet time to spend with each other and building their foundation.

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Their relationship faced significant challenges starting in 2021 when Watson was accused of s****l misconduct by multiple women. Despite the gravity of these allegations and the ensuing legal battles, Anais remained a steadfast supporter. The allegations were followed by a period marked by injuries. In the last two seasons, Watson found himself in a playing funk added with drop in playing time due to recurring injuries.

With form regression and the scandal-clad backdrop even provided the NFL star with a massive booing session at their home ground. Nevertheless, Anais stood next to him through all these troubling times while molding her influencing and modelling career. In the meantime, Anais was also called out by people for supporting Watson.

The six-year relationship finally culminated in a hitch last week. On March 16, 2025, Watson proposed to Anais during a beachside ceremony. The couple announced their engagement on Instagram, with Anais captioning the post, “Mrs. Watson Loading…“.

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