“Big Brother” 27 fan-favorite Cliffton Williams—better known to viewers as “Captain Will”—is celebrating someone very special.
The reality TV personality took to social media to honor his wife, Gwendolyn Williams, on her birthday, sharing a pair of heartfelt messages to the woman he famously refers to as his “Chocolate Drop.”
CBSDuring his time on the most recent season of “Big Brother,” Captain Will frequently referenced his wife in his Diary Room shoutouts, often using the nickname “Chocolate Drop” while sending her love from inside the house. The retired U.S. Army Captain quickly became a fan favorite during the season, known for his memorable Diary Room moments, sarcastic personality, and constant reminders of how much he loved and appreciated his wife back home.
Captain Will Celebrates His ‘Chocolate Drop’ With Sweet Birthday Tributes
CBSIn both an Instagram post and message on X, Williams praised his wife while wishing her a happy birthday, making it clear just how important she is in his life.
“Happy birthday to the most beautiful girl in the world!!! You are the rock of the family, my best friend, and my biggest cheerleader,” he wrote in one of the posts. “You bring joy to my life every single day.”
Williams ended the message with a personal note to his wife, adding, “Thank u chocolate drop for being in my life and I love you more and more each day! ❤️❤️❤️”
The post was accompanied by a slideshow of adorable photos of the couple.
Over on X, Captain Will shared another message for his wife, writing: “Happy birthday to my beautiful wife! I love you more and more everyday day! ❤️❤️❤️”
‘Big Brother’ Winner Ashley Hollis Joins ‘Chocolate Drop’ Birthday Celebration
CBSCaptain Will wasn’t the only member of the “Big Brother” world celebrating Gwendolyn’s birthday.
Season 27 winner Ashley Hollis—who was in an alliance called “Will’s Daughters” with fellow houseguest Ava Pearl—also shared a birthday tribute on social media, posting what appeared to be a throwback video from a fun get-together with the birthday girl.
“In honor of it being @chocolatedropbb27 birthday 🤩🩷🥰🤗 happy birthday beautiful!! ❤️everyone wish Gwen a happy birthday 🤩 🎈” Hollis wrote alongside the clip.
The video featured several familiar faces from the season enjoying time together near a pool. Hollis and Captain Will appeared in the video, alongside fellow BB27 houseguests Lauren Dominguez and Adrian Rocha, and season 17 winner Steve Moses—all seen dancing and laughing together.
“Aww💙💙 happy happy birthday!!🎉,” Dominguez commented.
