The Browns had decided it would be a good idea to get QB Deshaun Watson onboard, and so, they offered him a fully guaranteed five-year, $230 million contract—something which was considered to be beyond NFL standards at that time. However, that deal seems to have given him great financial freedom in his personal life; especially considering he plans to get married to his fiancée, model and influencer Jilly Anais.

Anais took to Instagram, sharing a stunning carousel of photos that captured her and Deshaun Watson dressed in perfectly coordinated outfits during their pre-wedding shoot. Fans and friends have been watching their love story unfold since 2019, back when he was still a Texan. That’s when Watson first slid into Anais’ DMs. From that moment on, the couple has navigated both the highs and lows of life together.

Fast forward to now, it seems the wedding could happen any time. While they haven’t provided an official date, reports suggest it will take place during the NFL offseason. And so, the couple has been constantly posting pictures together. Anais recently took to her Instagram account to share a recent image of their pre-wedding shoot. Their outfits in the photos only fueled the excitement even more. Watson looked sharp in a tailored Light beige suit paired with a crisp brown shirt. Jilly Anais, on the other hand, turned heads with a delicate gown and matched her partner’s outfit.

As for their chemistry? It practically leaped off the screen as the caption read, “I count you as a privilege… This love is so ideal, I’m honored to be in it!” she captioned the post.

According to reports, the engagement ring Watson gave his fiancée in March is a 20-carat diamond ring, which is valued at around $2.5 million. The three-time Pro Bowler is certainly putting his $230Ms to good use for his upcoming wedding, even if the Dawg Pound might think otherwise. But the upside? There were only blessings and well-wishes left in the comment section for Deshaun Watson this time.

While his road back to the NFL is still underway, one thing is certain: off the field, his life is thriving more than ever.

Deshaun Watson and Jilly Anais are feeling the love

Many NFL players have proved that love, commitment, and family can thrive beyond the gridiron. Take Russell Wilson and Ciara, for example. The Giants quarterback and Grammy-winning singer are the definition of a power couple. Despite the intense spotlight, they’ve built a foundation on faith, love, and mutual support. Then there’s Patrick Mahomes and his wife, Brittany. They went from high school sweethearts to the Super Bowl’s killer duo. Now, Deshaun Watson and Jilly Anais will also join the company, and the fans are excited about it.

One of the users commented, “These pictures radiate love and happiness.” The comment section was overflowing with love and excitement as fans and friends shared their joy over the couple’s big news. Compliments poured in, and it seems the fans are happy that the couple is getting married. Another fan seemed highly excited to see the couple in their latest avatar and commented, “Wow wow wow, these came out perfect.” 

Other social media users further wrote:

• “Beautiful couple can’t wait to celebrate.”
• “Beautiful.”
• “Just stunning.”

So, Watson’s confidence—both in love and in lifestyle—remains as strong as ever. At the end of the day, the couple isn’t just sharing a wedding album; they’re broadcasting a brand. But underneath the diamond and camera flashes, there’s still something real. Fans are connecting. They’re rooting. And whether Watson silences the doubters on the field or not, he’s made one thing crystal clear: this chapter isn’t just about football… It’s about building a future and hoping the rest falls into place. What do you think?