Deshaun Watson throws lavish bachelor bash in Miami ahead of his wedding to fiancée Jilly Anais [Watch]

Cleveland Browns quarterback Deshaun Watson and his fiancée, Jilly Anais, are set to tie the knot soon, and this past weekend he celebrated with a bachelor party. The party took place at Miami's Papi Steak and videos of the Browns quarterback enjoying his celebration circulated on social media.

In the video, a tableside grill is cooking the steaks, which were sliced for Watson and his group.

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Watson's bachelor party, according to TMZ, included a $20,000 dinner. There was a custom sign made just for the occasion that read "DW4 Bachelor Party", using the Cleveland Browns quarterback's initials and jersey number. Bottles of champagne were on hand for the celebration as well.

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The quarterback's status for the 2025 NFL season is still uncertain as he continues to work his way back from an Achilles injury. Watson suffered the injury during the Week 7 matchup against the Cincinnati Bengals. He then re-ruptured the same Achilles in January 2025, causing a setback in his recovery time.

Deshaun Watson's fiancée Jilly Anais celebrated bridal shower ahead of nuptials

As Cleveland Browns quarterback Deshaun Watson celebrated his bachelor party this weekend, his fiancée, Jilly Anais, had her very own celebration. The Sports Illustrated Swim Search finalist and her loved ones celebrated her big day with a bridal shower.

Jilly Anais shared a clip of her outfit and a custom backdrop that greeted guests at the venue. The sign appeared to look like the front of a newspaper named "The Bachelorette Post" and the "Jilly is Getting Married!" as the headline.

"OOTD, Today was my Bridal Shower 👰🏽🤭"-Anais captioned her Instagram post

The bride-to-be wore a frilly white cropped top that she paired with flared white striped pants and white hoop earrings.

Deshaun Watson and Anais have been together since 2019, when they first met in California. The Cleveland Browns quarterback proposed to Anais in March, about a month after celebrating their fifth anniversary.

The couple hasn't announced an official wedding date, but have hinted that it will take place sometime during the NFL offseason.

About the author

Bethany Cohen is an NFL writer at Sportskeeda, with a rich prior 15-year experience in the sports writing industry, primarily covering the MLB and MiLB. She majored in Communications from the University of South Florida and has previously worked for top companies such as Examiner.com and Legends on Deck.

Bethany owes her NFL allegiance to the Pittsburgh Steelers owing to their long-standing tradition and competitiveness. She is a fan of old stalwarts such as Terry Bradshaw and Franco Harris and would love to watch them in the 1970s if she manages to get her hand on a time machine. She also acknowledges the greatness of modern icons like T.J. Watt for his desire to continuously improve despite being on top. She admires coaches Mike Tomlin and Andy Reid for their longevity and success.

The ace reporter credits her knowledge and love for the sport to be her biggest reporting strengths. Prior fact-checking is a big component of her process and she always scours through additional sources to ensure complete accuracy in her content.

Super Bowl XLIII, when the Steelers won the the grand prize after Santonio Holmes’ epic catch in the end zone with just seconds left on the clock is etched in Bethany’s memory forever. When she is free of her professional commitments, she likes to attend sports events and music concerts.

Know More

Cleveland Browns Nation! Check out the latest Cleveland Browns Schedule and dive into the Browns Depth Chart for NFL Season 2024-25.

Edited by Victor R. Lopez M.