Fashion & Diamonds at the Oscars: The Dazzle, the Drama, and the “Dear God, Why?” Moments

One of the pure joys of Oscar night is watching the parade of celebrities glide down the red carpet in their couture best. Over the years, the truly outlandish looks have mostly faded (RIP Björk’s swan dress era), replaced by stylist‑curated perfection and designers battling for A‑list real estate. And this year, the diamonds were out in full force—necklaces everywhere, each one more jaw‑dropping than the last.

Still, even in a sea of polished glamour, there are always those moments when you want to gently whisper, “Sweetheart… fire your stylist.” This year, that whisper became a shout with two women I adore: Melissa McCarthy and Sigourney Weaver. But before we get to the fashion fumbles, let’s celebrate the standouts.

Best Dressed Women Over 70

Mike Coppola/Getty

Goldie Hawn continues to be the patron saint of aging with joy. She looked radiant, and what we love most is her refusal to erase her face into a blank, expressionless canvas. She embraces her lines, her warmth, her history. Hooray for Goldie. And Kate Hudson, as always, was luminous—clearly her mother’s daughter in all the best ways.

David Fisher/Shutterstock

Kathy Bates stunned in a beautifully tailored gown that highlighted her newly slimmed‑down, healthy frame. She looked confident, elegant, and completely herself.

David Fisher/Shutterstock

And Anna Wintour? Only she could pull off that look with icy, effortless perfection.




Our Favorite Gowns of the Night

These women didn’t just dress well—they delivered fashion moments.

  • Jessie Buckley in that red‑and‑pink contrast gown? A masterclass in bold elegance.
  • Elle Fanning floated in like a modern‑day princess—ethereal, poised, and pure class.
  • Nicole Kidman never misses, and this gown was no exception: sleek, sculptural, unforgettable.
  • Rose Byrne brought chic sophistication with a twist.
  • Demi Moore gave us a peacock‑inspired fantasy—dramatic, striking, and memorable. We just hope she treats herself to a hearty dinner soon; there’s thin, and then there’s Demi‑thin.

 What Were They Thinking?

I adore all three of these actresses, but… oh no.

Maya Rudolph. Arturo Holmes/Getty

Maya Rudolph disappeared under those fluffy layers. She’s gorgeous—why hide her?

Ben Falcone and Melissa McCarthy. Kevin Mazur/Getty

Melissa McCarthy, with her fabulous curves, deserved a knockout moment. Instead, she got a gown that looked like it couldn’t decide if it wanted to be a dress or a jumpsuit.

Sigourney Weaver. Arturo Holmes/Getty

Sigourney Weaver showed up in a gown that whispered “pilgrim at a ball,” and not in a charming way.

Misty Copeland. John Shearer/WireImage

And then there’s Misty Copeland. A breathtaking dancer, a stunning woman… and a dress that did her zero favors. Truly baffling.

 And Yes—Diamonds Are Still a Girl’s Best Friend

If there was one universal truth on the carpet this year, it’s that diamonds dominated. Big ones, layered ones, vintage ones—everywhere you looked, a glittering reminder that Hollywood still knows how to sparkle.

The tomato behind The Three Tomatoes.
Cheryl Benton, aka the “head tomato” is founder and publisher of The Three Tomatoes, a digital lifestyle magazine for “women who aren’t kids”. Having lived and worked for many years in New York City, the land of size zero twenty-somethings, she was truly starting to feel like an invisible woman. She created The Three Tomatoes just for the fun of it as the antidote for invisibility and sent it to 60 friends. Today she has thousands of friends and is chief cheerleader for smart, savvy women who want to live their lives fully at every age and every stage. She is the author of the novel, "Can You See Us Now?" and co-author of a humorous books of quips, "Martini Wisdom." Because she's lived a long time, her full bio won't fit here. If you want the "blah, blah, blah", read more. www.thethreetomatoes.com/about-the-head-tomato

Cheryl Benton

The tomato behind The Three Tomatoes. Cheryl Benton, aka the “head tomato” is founder and publisher of The Three Tomatoes, a digital lifestyle magazine for “women who aren’t kids”. Having lived and worked for many years in New York City, the land of size zero twenty-somethings, she was truly starting to feel like an invisible woman. She created The Three Tomatoes just for the fun of it as the antidote for invisibility and sent it to 60 friends. Today she has thousands of friends and is chief cheerleader for smart, savvy women who want to live their lives fully at every age and every stage. She is the author of the novel, "Can You See Us Now?" and co-author of a humorous books of quips, "Martini Wisdom." Because she's lived a long time, her full bio won't fit here. If you want the "blah, blah, blah", read more. www.thethreetomatoes.com/about-the-head-tomato

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