A FORCE IN FASHION: A CONVERSATION WITH KENNY “KAS” FLANAGAN
With over three decades of trailblazing creativity and global impact, designer and stylist Kenny “Kas” Flanagan continues to shape the fashion world with boldness, grace, and vision. We sat down with the fashion icon to talk about legacy, innovation, and why inclusivity is non-negotiable in his newest collection.
QSM: You've had an extraordinary 36-year career in fashion. When did you first realize design was your calling?
Kenny: From an early age, I found myself sketching silhouettes and experimenting with textures and fabrics even before I truly understood what "fashion design" meant. It wasn’t just about clothes; it was about storytelling through style. My mom inspired me at a young age. She used to style Lionel Richie, The Commodores, and L.T.D. Watching her move with such grace and confidence in that world lit a fire in me early on. I knew then I had something to say through fashion.
QSM: You’re self-taught and have studied under legends like Yves Saint Laurent and Ozwald Boateng. How has that shaped your approach as a designer?
Kenny: Studying under icons like YSL and Ozwald gave me both technical refinement and cultural perspective. It taught me the importance of honoring tradition while pushing boundaries. I still carry that duality in everything I create.
QSM: You’ve dressed some of the biggest names in entertainment. Do you have a favorite styling moment?
Kenny: That’s tough! there are so many! But dressing Rihanna for a private industry event was unforgettable. She brings so much personality to fashion, and seeing her rock one of my custom designs with such power, that was a moment.
QSM: You were the first African American male couture designer to sell at Saks Fifth Avenue. What did that milestone mean to you?
Kenny: It meant everything. It wasn’t just about breaking into high fashion, it was about breaking barriers. I hope that milestone opens doors for other designers who look like me, who come from places like I did, and who deserve that platform.
QSM: Your work has appeared in hit shows like The Wire, Ballers, and Double Cross. How does designing for film and TV differ from dressing a client for the red carpet?
Kenny: For screen work, every piece has to serve the story. You’re not just designing for visual appeal; you’re building character through clothing. On the red carpet, it’s all about impact in that one moment. Both are creative challenges I love.
QSM: What inspired you to launch your unisex line W.E.T. (With Exceptional Taste)?
Kenny: I wanted to disrupt the idea that fashion has to be gendered. W.E.T. is about attitude, not anatomy. It’s a line that empowers anyone to feel bold, unapologetic, and exceptional, regardless of labels.
QSM: You’ve ghost-designed for major brands like YSL, Escada, Zara, and Burberry. What’s it like to work behind the scenes at that level?
Kenny: It’s an honor. It requires humility and discipline because your name isn’t on the label, but your vision is in the work. Those experiences sharpened my eye and reinforced my love for the craft.
QSM: Let’s talk about your upcoming collection. Why was it important for you to include plus sizes up to size 22?
Kenny: Inclusivity is something I’ve always believed in. While the collection isn't exclusively plus-size, I make it a point to include plus sizes in all of my regular lines. That commitment comes from the women who raised me: my mom and my aunts. They were fashionable, confident, plus-size women who always carried themselves with such style and grace. Seeing them struggle to find pieces that matched their taste inspired me to make sure no one feels left out of luxury.
QSM: You’ve been honored with numerous awards over the years. Which one holds the most meaning for you?
Kenny: The Proclamation from the State of Maryland stands out. It recognized not just my career, but my commitment to uplifting others. That kind of acknowledgment from your home base hits different.
QSM: You’ve mentored young designers and spoken at fashion institutions. What advice do you give to aspiring creatives?
Kenny: Know your craft and know your why. Trends come and go, but purpose and perseverance are what carry you. And most importantly:
“Stop rushing to be known... and take your time to be remembered.” That mindset changes everything.
QSM: How has your military background influenced your work in fashion?
Kenny: The discipline, precision, and structure I learned in the Army absolutely inform how I run my brand. From the construction of a jacket to the execution of a fashion show, I bring that same sense of mission and excellence.
QSM: You've designed for both couture and streetwear. How do you balance those two worlds creatively?
Kenny: I don’t see a divide. Couture is about detail and drama; streetwear is about culture and energy. When you fuse the two with intention, you create something timeless and relevant.
QSM: How do you stay creatively inspired after nearly four decades in the business?
Kenny: Life is inspiration. Art, music, street style, my grandchildren, the world around me, it all feeds my vision. I stay curious. That’s my secret sauce.
QSM: Family seems to play a big role in your life. How does that grounding affect your work?
Kenny: My family is my foundation. They remind me of my roots and why I do what I do. Every design, every show, every moment, I carry them with me.
QSM: What’s next for Kenny “Kas” Flanagan?
Kenny: Global expansion of the brand, new creative collaborations, and always, always pushing the culture forward. Fashion is my passion, but legacy is my mission.
Photos by Norman E. Jones normanejones
