Jeri Ryan brought a burst of Y2K optimism to the VH1 & Vogue Fashion Awards—her lavender crop and floral flares rewriting red carpet rules with unapologetic color.
Before the turn of the millennium, fashion was having a moment—bold, playful, and a little bit rebellious. Enter Jeri Ryan at the VH1 & Vogue Fashion Awards, held at the 69th Regiment Armory in New York on December 5, 1999. Her look? A technicolor ode to late-’90s maximalism, with just enough polish to make it red carpet-worthy.
Ryan wore a sleeveless lavender crop top paired with high-waisted, flared pants in a vivid floral print. The top’s clean lines and soft sheen offered a sleek counterpoint to the pants’ exuberant pattern—a riot of color that felt lifted from a psychedelic garden party. The silhouette was pure Y2K: fitted at the waist, flared at the hem, and unapologetically body-conscious. She carried a matching lavender jacket or wrap in her left hand, adding a layer of coordination that felt intentional, not overdone.
Jeri Ryan delivered a masterclass in monochrome mood—her all-black ensemble at Flaunt’s Sunset Room bash was equal parts dominatrix chic and editorial cool.
At Flaunt Magazine’s One Year Anniversary Party, held at The Sunset Room in Hollywood on December 3, 1999, Jeri Ryan didn’t just attend—she arrived with intent. Her look was a full-throttle embrace of late-’90s edge, wrapped in black leather and punctuated with a leopard-print wink. It was the kind of outfit that didn’t ask for attention—it demanded it.
Ryan’s ensemble was a layered study in texture and silhouette. She wore a black leather coat over a matching leather skirt, both structured yet fluid enough to move with her. Underneath, a black turtleneck added depth and contrast, softening the sheen of the leather with matte restraint. The skirt hit just above the knee, balancing the coat’s longer line and giving the look a sharp, editorial proportion. It was a silhouette that felt lifted from a Helmut Newton photograph—strong, sculptural, and unapologetically feminine.
The standout accessory? A leopard-print handbag that broke the monochrome with a flash of wild pattern. It was a clever styling move—just one piece, but enough to shift the mood from severe to playful. Her knee-high black boots extended the leather narrative, grounding the look with a sense of continuity. Jewelry, if any, was minimal or tucked beneath the turtleneck’s collar, letting the textures speak louder than sparkle.
Samara Weaving leans into retro flirtation with a modern edge—her polka-dot satin mini and camera-ready poise turning TIFF’s Getty Studio into a style vignette.
Samara Weaving knows how to make a moment feel cinematic. At the Getty Images Portrait Studio presented by IMDb and IMDbPro during the Toronto International Film Festival 2025, she delivered a look that felt like a still from a lost Sofia Coppola short—quiet, poised, and unmistakably styled.
Weaving wore the Frankies Bikinis x Khy Kenley Satin Mini Dress —a black number scattered with white polka dots, cut with thin shoulder straps and a fitted bodice that flares subtly at the hem. The satin finish gives the dress a gentle sheen, catching light without overwhelming the eye. It’s a silhouette that balances youthful charm with editorial clarity, the kind of piece that could swing from press junket to cocktail hour without missing a beat.
No visible jewelry, no handbag distractions—just the dress, the pose, and the mood. The absence of accessories feels intentional, allowing the polka dots and satin texture to take center stage. It’s a styling move that aligns with the current wave of pared-back celebrity style , where restraint is the new luxury.
