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For Miller's approach to city dressing, she opts for pieces that have versatility. "Slip dresses are great because they are nonchalant but sexy," she says, noting that it's easy to "style up something simple and classic." To take her navy slip from Silk Laundry from day to night, she adds a long trench which suggests "easy, city, cool." Everyone has a cherished sweatshirt, and for Sienna Miller, it's this BSides style in gray. "I have so many gray marle sweatshirts," she adds. The key to dressing casually with polish is to add "a fancy looking bag and fancy looking shoes, and it becomes something, even though it really took three seconds to put on." A strategy she so cleverly describes as "expedite chic."

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While stepping out in a wide range of looks on the red carpet, Miller tells she prefers to channel '90s-era Calvin Klein minimalism. "I'm drawn back to that era of understatement; there's something timeless about it," she says while wearing a backless Maryam Nassir Zadeh slip fresh off the Fall 2022 runways. "I feel most comfortable in that kind of thing that's undone." As for go-to wardrobe staples, Miller can't get enough of an ivory pair of jeans from Margaret Howell as well as a really good striped T-shirt. "I have not taken them off since I bought them." She describes this ensemble as her "classic look,"— and we'd agree the pairing is a failsafe outfit combination. "This is me trying to say I'm chic but don't notice me."

Shirt dresses are a summer staple—but, with a bit of thought, they can work just as well in the fall season. Allow Margot Robbie to demonstrate just how to adapt this style for the coming colder months. This week, the actress hit the streets of New York City wearing a stealthy-chic take on the trend. Robbie's almond Mille's Jasmine dress — which retails for $236 — gave off an elevated yet casual vibe. With its buttoned-up detailing, long sleeves, and below-the-knee hemline, the piece offered just the right amount of coverage for fall. She kept the ensemble neutral all over by picking accessories that matched the dress's colorway, styling it with Loeffler Randall's below-the-knee Gia boots with a thick block heel, a brown leather shopper bag, subtle gold jewelry, and thick tortoise-print sunglasses.

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