For Milford-based artist Raheem Nelson, fashion isn’t just about looking good, it’s about storytelling. As a digital illustrator, cartoonist, and creator deeply embedded in the Milford arts community, Raheem views personal style as another canvas for self-expression. He dresses with intention, drawing from the same creative instincts he uses to craft his vibrant digital illustrations.
Raheem’s artistic journey began early, sketching cartoons at the age of seven before progressing into oil painting and ultimately finding his true calling in digital art. His distinctive, colorful artwork has made him a familiar face around town, especially through his involvement with the Milford Arts Council (MAC). But perhaps equally recognizable is his meticulous sense of personal style, which blends influences from different eras and creative media, earning him the unofficial moniker of “Milford’s Best Dressed Man.”
“My style is inspired by art, film, and television,” Raheem shares. “I typically pull ideas from classic formal menswear of the 1960s and ’70s, mixed with the casual, street-inspired aesthetics of the early 2000s.” His wardrobe strikes a careful balance between sharp tailoring and laid-back sophistication, influenced heavily by television shows like Mad Men, White Collar, and Suits. Books like We Are Dandy and Austin Kleon’s Steal Like An Artist provide daily inspiration, keeping his approach to fashion fresh and creatively stimulating.
But Raheem’s style isn’t merely aesthetic; it’s deeply connected to his confidence as an artist. He’s cultivated the art of dressing well for over fifteen years, understanding how the right outfit can elevate both mood and mindset. “There’s an artistry and sophistication that comes from dressing sharply. When I put on a suit, I feel powerful, ready for anything,” Raheem explains. He vividly recalls meeting art clients in New York City who were initially surprised to see a creative professional arrive fully suited. “Everything I wear is carefully chosen but feels effortless because I’ve practiced it so long,” he says. “It’s all about finding the right balance.”
Central to Raheem’s style is a love of experimentation, mirroring his approach to technology and digital tools in art. His willingness to embrace new methods artistically has translated directly to fashion, allowing him to comfortably shift between bold patterns, rich colors, and minimalist, monochrome looks. “I dress like I paint, sometimes bold, sometimes subtle, but always intentional,” he says.
One key piece in his current wardrobe perfectly captures his approach: a double-breasted navy pinstripe suit. “It’s incredibly formal, just a step down from a tuxedo,” Raheem points out. Reserved for important meetings or major artistic events, it’s a deliberate, attention-commanding choice. “People don’t typically expect artists to dress this formally. I enjoy challenging those expectations,” he adds.
Living and working in Milford also influences Raheem’s style evolution. His daily routine, whether organizing events at the Milford Arts Council or exploring downtown, requires versatile, practical outfits. Inspired by Milford’s coastal atmosphere, Raheem regularly incorporates nautical elements, such as fisherman sweaters and resort shirts. “Being near the water has inspired me to embrace styles that echo my surroundings,” he notes.
When asked about his ideal fashion collaboration, Raheem names AskOkey, a brand renowned for its bespoke and made-to-measure suits. He values their timeless approach, particularly the relaxed, classic silhouettes reminiscent of menswear from the 1920s through 1940s. “My aim is to invest in clothes that withstand trends, becoming a permanent part of my wardrobe,” Raheem emphasizes.
For those building their own style, Raheem’s advice is both practical and encouraging. He recommends versatile basics: “Start with navy and charcoal suits, a blazer, and some staple shirts and ties. Thrifting or affordable brands like Zara can help you do this on a budget.” He stresses that style is accessible and varied: “There’s prep, streetwear, nautical – endless possibilities. But always prioritize fit. A good tailor, like Executive Cleaners here in Milford, can transform how your clothes look and feel.”
Ultimately, Raheem’s philosophy is clear: dress deliberately, experiment often, and let your clothing tell your story.
raheemnelson.com
@raheemnelsonart