Jeri Ryan traded the futuristic bodysuits she was known for on Star Trek: Voyager for a refreshingly casual look (with an on-trend, early 2000s twist) at the premiere of Spirit: Stallion Of The Cimarron.

The red carpet has always been a place for fantasy, but every so often, a celebrity steps out in an outfit that feels both glamorous and genuinely wearable. At the 2002 premiere of Spirit: Stallion of the Cimarron , Jeri Ryan gave us a perfect example of this. The actress, known for her sharp and often boundary-pushing sci-fi looks, opted for a softer, more approachable style that perfectly captured the effortless vibe of the early 2000s.

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Ryan’s outfit was centered on a soft, ribbed white long-sleeved top with a subtle V-neckline. The fabric had a delicate, slightly transparent quality that gave the simple piece a touch of elegance. The top was cropped, revealing a sliver of midriff, a key trend of the era. This was paired with low-rise, dark wash jeans with a slight flare and a distinct rolled-up cuff at the ankle, a common detail that defined casual cool at the time. The overall silhouette was relaxed and comfortable, a stark departure from the structured dresses often seen at Hollywood events.

Jessica Alba, ever a master of urban cool, balanced polished tailoring with laid-back denim for a refined yet relaxed celebrity street style look while returning to her New York City hotel.

The art of off-duty dressing is a subtle one, often revealing more about a star’s personal style than their red carpet choices. Jessica Alba, consistently lauded for her chic, accessible looks, proved this point perfectly while navigating the streets of New York. Her outfit felt both intentional and effortless, blending classic pieces with a modern silhouette to create a look that was ready for anything the city could throw at her.

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Alba wore a black tailored blazer with a slightly oversized, structured shoulder, providing a sharp and sophisticated frame for her outfit. The blazer was layered over a simple, dark top, creating a streamlined monochrome base. This was contrasted with a pair of light-to-mid-wash denim jeans that featured a relaxed, straight-leg cut. The two-tone denim gave the jeans a distinctive and fashion-forward edge, elevating them beyond a simple casual staple. The overall silhouette was a clever play on proportions: the crisp, clean lines of the blazer against the relaxed, lived-in feel of the denim.

The actress completed her look with a number of well-chosen accessories that added a layer of luxury to her ensemble. She carried a small, quilted black leather bag with a chain strap, a classic choice that added a touch of timeless elegance. Her shoes were a pair of black, pointed-toe ankle boots, which gave the outfit a sharp, finished feel and a bit of a rock-and-roll edge. Her hair was styled in loose, natural waves, and she wore a subtle gold necklace and a few rings, adding a hint of sparkle without overpowering the look. Her makeup was minimal and glowing, with a soft lip and defined brows, letting her natural beauty take center stage. The result was a look that felt both powerful and approachable, a perfect example of modern street style .

Anya Taylor-Joy’s velvet gown, a darkly romantic moment at The Hollywood Reporter’s portrait studio, solidified her status as a singular voice in contemporary celebrity fashion.

There’s a special kind of magic in a portrait studio. Away from the flashing bulbs of the red carpet, a celebrity can truly inhabit a look, giving the clothes room to breathe and tell their own story. For Anya Taylor-Joy, her session for The Hollywood Reporter at TIFF was no exception. Known for a style that dances between ethereal and avant-garde, she delivered a masterclass in gothic glamour—a look that felt both timeless and utterly of the moment.

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Taylor-Joy wore a black velvet gown that showcased the fabric’s rich, light-absorbing quality. The deep black created a striking contrast against her porcelain skin and signature blonde hair. The dress featured a classic square neckline and thick straps, with a structured bodice that cinched at the waist. From there, the skirt flowed down in a sleek, uninterrupted column, giving the entire silhouette a long, lean line. The simplicity of the cut allowed the luxurious texture of the velvet to take precedence, proving that a well-chosen fabric can be a powerful statement in itself. The gown was an exercise in restrained decadence, a quiet rebellion against the ornate.

The actress accessorized with a delicate, yet impactful, selection of jewelry. She wore a Tiffany & Co. Pearl & Diamond Victoria Necklace —a thin strand of pearls and diamonds that rested just at the base of her neck. The contrast of the luminous pearls and brilliant diamonds against the dark velvet was a perfect visual synergy. Her shoes were Aquazzura Olie Sandals , elegant black heels that maintained the look’s sophisticated and clean aesthetic. Her long, platinum-blonde hair was styled in soft, loose waves, providing a romantic counterpoint to the structured dress. With a bold red lip and a subtle, dark eye, her makeup amplified the dark romance of the outfit, creating a cohesive narrative from head to toe.