“I wore this a million times in Milan,” Jenny says of this sleek black Prada cashmere knit, which became one of the hardest-working pieces in her wardrobe. With its fitted silhouette, short sleeves, and minimalist turtleneck shape, it perfectly captures Prada’s ability to make even the simplest garments feel intelligent and subtly seductive. “I wore it with everything from full skirts to slim skirts,” she says, appreciating how effortlessly it balanced sophistication and ease. Jenny has long been drawn to Prada’s quieter pieces in particular: “These little cardigans and knits are some of my favorite Prada things to collect. I love pieces that don’t scream but still feel incredibly chic.” Soft, understated, and endlessly wearable, it’s the kind of sweater that makes you want to throw on oversized sunglasses and disappear into Milan for the afternoon.