Fall 2024

3 Hollywood-Worthy Ways to Style Our Grey Pinstripe Pants

From Katharine Hepburn redefining womenswear in the 1930s to Diane Keaton’s unforgettable Annie Hall suits in the 70s, pinstripe pants have since been synonymous with elegance and empowerment. Hollywood’s leading actresses have embraced this timeless staple, blending feminine flair with masculine tailoring to steal the spotlight both on and off screen. Inspired by these fashion icons, our Working Pinstripe Pant is ready for its close-up. Here’s how to style them for three Hollywood-inspired moments that will have you feeling like the star of your own story:

Picture this: the sun hasn’t even risen, and you’re already practicing your “That’s all” in the mirror. You’re meeting the queen of the fashion industry herself, so your outfit must be impeccable. Pair our grey pinstripe pants with a white blouse, pointed-toe heeled boots, and a structured blazer for Model-off-duty vibes. Go monochromatic with greys and whites to channel Miranda’s elegance, and don’t forget a bag big enough to hold a script (or two). This look whispers, “I came to conquer” in the chicest way possible. Bonus points for adding a statement necklace or hat to balance the minimalist vibe, because as Miranda would say, “Details are everything.”

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Cue Carrie Bradshaw’s voiceover: “If New York was a person, she’d wear pinstripe pants.” There’s no better runway than Manhattan’s bustling streets for showing off these trousers—and Miranda Hobbes would know. Style them with a blue button down shirt, a fitted blazer, and of course… Manolo Blahniks. Add a big leather purse because Miranda is a hard-working lawyer with places to be. These pants bring structure to her chaotic life, and let’s be honest, it’s only a matter of time before Samantha texts, “Martinis after work?”

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So you just got promoted at Ralph Lauren—what’s the first thing you wear to the office? Our grey pinstripe pants, obviously. Channel Rachel’s effortless mix of professional and playful with a fitted turtleneck and classic flats (extra points for a pop of color). Throw on a sophisticated coat to scream “I’m corporate now,” and don’t forget to accessorize with a small shoulder bag. This look works as hard as you do but leaves plenty of room for a mid-day coffee run with Monica.

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Meet the Author

Based in Madrid, Barbara Hyland is the newest addition to our AM PM team. Currently in her second year at IE University, she combines her Miami upbringing with her European experience to bring fresh perspectives to our work. Her strong creative writing skills and exceptional organisational abilities make her an invaluable member of our team.

Tweed Coat

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