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SAMANTHA STONE

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).

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Favorite Stores Second Time Around, The Garment District in Cambridge, Cambridge Artists’ Cooperative for handmade accessories

SARA BIELANSKI

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).

Favorite Stores Looks, The Tannery, Crush

ELIZABETH ZAITSEV

“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).

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Favorite Stores Sooki, Motley, Nordstrom Rack