At the Argyle Hotel’s velvet-roped entrance, Jeri Ryan delivered a crisp black-and-white ensemble—slit sleeves, lace-up pants, and just enough attitude to match the marble.

There’s a certain kind of fashion confidence that comes from knowing exactly how to balance simplicity with statement—and Jeri Ryan had it in spades at the GQ Magazine Party held at the Argyle Hotel in West Hollywood on June 22, 2000. Her look? A monochrome masterclass in texture, proportion, and subtle rebellion.

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Ryan wore a black long-sleeve top with dramatic slit sleeves—an elegant twist that added movement and a hint of skin without veering into overt drama. Paired with white pants featuring a lace-up detail at the front, the ensemble played with contrast and construction. The pants, fitted and slightly flared, gave the look a tailored edge while nodding to early-2000s experimentation with corset-inspired elements.

She accessorized with a long pendant necklace that added verticality to the silhouette, drawing the eye downward to the lace-up feature. Black high-heeled sandals kept the palette tight and the vibe elevated. A black clutch bag completed the look—sleek, unfussy, and perfectly sized for a night of mingling.

Jeri Ryan brought eco-chic to the NRDC’s star-studded benefit—her sleeveless leopard dress proving that sustainability and style aren’t mutually exclusive.

At a time when environmental advocacy was just beginning to flirt with Hollywood glamour, Jeri Ryan stepped onto the red carpet at the Natural Resources Defense Council’s Earth to L.A. Benefit on May 31, 2000, with a look that felt both conscious and captivating. No greenwashing, no gimmicks—just a confident embrace of bold print and timeless polish.

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Ryan wore a sleeveless, knee-length dress in a classic leopard print—equal parts sultry and sophisticated. The fabric appeared to be a lightweight crepe or stretch blend, hugging the body without clinging. The cut was clean, with a modest neckline and a hem that hit just above the knee, offering a silhouette that was both red carpet-ready and cocktail-appropriate.

She paired the dress with black high-heeled shoes—simple, sleek, and smartly chosen to let the print take center stage. A black clutch added structure, while a long necklace introduced verticality and a subtle shimmer. The accessories didn’t compete—they completed.

With red boots, a leather coat, and a hint of gothic glam, Jeri Ryan brought moody elegance to the pumpkin-lit carpet at the Seventh Annual Dream Halloween.

Halloween events tend to invite excess—costumes, camp, and chaos. But Jeri Ryan, ever the style tactician, chose a different route at the Seventh Annual Dream Halloween Benefit in Santa Monica on October 28, 2000. Her look? A brooding cocktail of fall textures, vampy accents, and just enough polish to keep it red carpet-ready.

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Ryan wore a black dress layered under a black leather coat—structured, sleek, and seasonally spot-on. The dress itself was simple but effective: short enough to show off her boots, fitted enough to hold its own beneath outerwear. The leather coat added edge, while the monochrome palette kept things cohesive and quietly dramatic.

The standout piece? Red knee-high boots—bold, glossy, and perfectly timed for a Halloween-themed event. They added a pop of color and a touch of theatricality without tipping into costume territory. Her black-and-red handbag echoed the boots’ palette, creating a visual throughline that felt intentional. A lanyard with an event badge hung around her neck, grounding the look in its charitable context.

In 2000, Halloween fashion was still finding its footing between kitsch and couture. Ryan’s look leaned into the latter, offering a template for how to do themed dressing without losing style credibility. It’s a move we now see echoed in modern celebrity photos —where even the most playful events demand sartorial strategy.