SI LifeStyle

Cleveland Browns WAGs: The Wives and Girlfriends Cheering on the Team This Season

The Ohio-based franchise has a strong support system seated on the sidelines.

Allie Hayes

Joe Flacco and Dana Grady
Joe Flacco and Dana Grady / Jeff Kravitz/FilmMagic/Getty Images

If the classic Drew Carey Show theme song is to be believed, “Cleveland rocks.”

The wives and girlfriends of the Browns certainly make a fantastic case for that sentiment when it comes to the Ohio-based franchise. The women supporting the Browns bring life and vibrancy to the team, proudly sporting the orange and brown shades week after week. Some are hard-working moms, some are booked and busy models and some are talented athletes in their own right.

So without further ado, here are all the partners who’ll be cheering on the Browns throughout the 2025-26 season:

Jilly Anais (Deshaun Watson)

Jilly is a member of the SI Swimsuit family, having been chosen as one of six finalists for the 2025 Swim Search open casting call earlier this year. She also walked in the SI Swimsuit runway show in Miami back in May.

Deshaun popped the question in March of this year with a golden hour beach proposal. The two then tied the knot on July 3—the same day their relationship began, making for a full-circle moment.

Caitlyn Conklin (Jack Conklin)

Caitlyn is the co-owner of Fourth Down Birth + Newborn Care—a service that connects parents with newborn care and birth plans—and she’s been married to the Browns’ offensive tackle for eight years come October.

When the Michigan State University alum and mom of three isn’t busy taking care of business, she can be spotted alongside her babies, cheering Jack on in adorable matching family ensembles

Carly Teller (Wyatt Teller)

These two lovebirds met in college after their friend groups had a chance encounter, which led to them crossing paths. Their relationship progressed from there to a dazzling proposal on the 50-yard line before the two wed in 2021. The two also now share a daughter and a son.

Despite his career on the field, Carly described the veteran guard to News 5 Cleveland by saying: “He’s so lovey. He’s just a big teddy bear.”

Dana Grady (Joe Flacco)

And speaking of “veteran” players, Flacco has been in the game for an impressive 18 seasons, with the quarterback having both Rookie of the Year and Super Bowl MVP honors under his belt. Another place his loyalty can be found is in his loving relationship with his wife, Dana, to whom he has been married since 2011. The two share five children, ranging in ages from seven to 13 years old.

According to PEOPLE, the two were high school sweethearts, having grown up in the same town, and they dated through college before tying the knot—a classic love story!

Zo Caswell (Dillon Gabriel)

Zo and Dillon have been engaged since September 2024, when the Browns’ quarterback got down on one knee to pop the all-important question. The two have been an item for years, with their photos together dating back to their days in Oregon.

As the two plan their wedding, Zo has gotten plenty of practice as a stylish WAG, often posting her fantastically color-coded looks to her Instagram account.

Bianca Cortez (DeAndre Carter)

“🏈☠️ Year 9 Has Begun ☠️🏈 .. It’s really crazy to say that .. feels like yesterday we were just two kids in college, ready to take on the world together,” Bianca wrote in an Instagram post back in 2023. And this sentiment proved to be just as true in 2025 for the college sweethearts, as she and the Browns’ wide receiver continue to walk through life side-by-side.

Bianca can also often be seen having fun with sideline fashion, sporting some adorable twists on classic WAG sideline looks.

Stephanie Harris (Shelby Harris)

Stephanie’s Instagram account doubles as a beautiful scrapbook documenting her love story with the Browns’ defensive tackle. The two are married with four children, and their youngest was born in 2020.

“Happy birthday to my ride or die.. My amazingly brilliant and beautiful wife. The rock of our family. Truly the one who keeps this crazy family running,” Shelby wrote in a sweet birthday message to his wife in 2024. “There are truly no words for how much I appreciate and love you. You deserve the world. I love you with all my heart, and I’m so blessed that I get to celebrate your day with you. ”

Emily Jenkins (Rayshawn Jenkins)

Emily is a real estate entrepreneur. She and Rayshawn have been together since college, having first crossed paths when they both attended the University of Miami.

In 2024, the lovebirds returned to the Sunshine State for their breathtaking wedding, where they tied the knot on a yacht. The two have two children and also co-own their own real estate company.

Courtney Bitonio (Joel Bitonio)

The Bitonios appear to keep their relationship mostly private, but we do know that they exchanged vows back in July 2016 and currently have two children.

They welcomed their daughter in January 2019, and their family grew again in March 2021, when they welcomed their son.

Sofia Rossi Whiteheart (Blake Whiteheart)

Sofia said “I do” to the Browns’ tight end in March 2024 after Blake got down on one knee in April 2023. Sofia is also an athlete in her own right, having played the other type of “football” with Wake Forest Women’s Soccer while in college, who boast two NCAA College Cups.

The two don’t mind sharing a little of their love online, having previously posted sweet photos together at concerts, on birthday trips and, of course, on the field (as seen in the above snapshots).

Meet More WAGs:

feed

Published
Allie Hayes
ALLIE HAYES

Allie Hayes is an experienced pop culture staff writer and editor specializing in movies, TV and celebrity news. Before joining the Sports Illustrated Swimsuit team as a Breaking/Trending News Editor, she worked at several outlets including BuzzFeed, The Daily Dot, and Newsweek. When she’s not writing for work (or writing for fun), you’ll find her curled up on the couch reading yet another romance novel, obsessively watching pro wrestling with her friends, or taking blurry photos of her two adorable cats.

Home/Celebrities