With its blush point d'esprit tulle, floral lace bodice, and ethereal off-the-shoulder neckline, this REDValentino gown feels plucked from a modern fairy tale. For Jenny Cipoletti, however, the dress also represents an important professional milestone. "For over a decade I've been wearing clothing and expressing my style through these branded partnerships, and I specifically choose brands that I feel a very personal connection to," she says. "REDValentino was one of those pivotal moments in my career—a brand that I had wholeheartedly loved and appreciated from their runway shows to their ready-to-wear collections had reached out to do a collaboration." Jenny photographed the partnership on the storied streets of Manhattan's Upper East Side in 2016, forever tying the dress to one of her earliest and most meaningful fashion collaborations.