41 / BRANDON, VERMONT
>“I spend my days as a farmer wearing Carhartt overalls, so I like to be whimsical when I go out,” says Stone. She frequents Boston when working on her main business — Swan & Stone Millinery with partner Nora Swan. Not surprisingly, outfits start with one of their creations, like this jaunty felt top hat with vintage necktie trim.
>Looking more woodland sprite than field hand, Stone shows off her fit legs in a floral appliqued mini-dress (from synergyclothing.com), tonal plum tights, and mid-calf Merrell boots (bought used on eBay).
>And it’s hard to miss that peacock-blue bag (from T.J. Maxx).
37 / CAMBRIDGE
>A flair for the dramatic comes naturally to this mezzo-soprano opera/jazz singer known for captivating an audience. Her bold painterly-print dress (from BCBG) is decidedly stage-worthy.
>While Bielanski was thrilled to score this sample-sale Michael Kors jacket (from The Runway at T.J. Maxx), she’s prouder of the Go Red lapel pin (from shop.heart.org) celebrating her successful open-heart surgery two years ago.
>Leave it to a performer to combine the theatrical with the practical: slimming red leggings (Yummie Tummie shapewear from barenecessities.com), comfy print heels (from John Fluevog), and a hands-free wristlet bag (from Lou Lou).
“FEELS AGELESS” / SOUTH END
>This multimedia artist treats her outfits as another form of self-expression, starting with the hand-knit, face-framing hooded scarf she made.
>Born in St. Petersburg, Zaitsev knows how to bundle up with panache. The faux-fur cropped jacket is an old favorite from Filene’s Basement layered over a long leather-buckled knit cardigan (from Marshalls).
>Black tights? So boring! Zaitsev loved the eye-catching squiggle-print leggings and cream-lined black boots that can be worn high on the leg or cuffed and slouched (both from Nordstrom Rack).