275. Ban the Black Dress: Diane Gilman Rates the Oscars 2026 Red Carpet

275. Ban the Black Dress: Diane Gilman Rates the Oscars 2026 Red Carpet

From Too Young To Be Old with Diane Gilman, The Queen of Jeans by Diane Gilman

March 23, 2026 · 23 min

About this episode

Diane Gilman provides a candid review of the 2026 Oscars red carpet fashion, highlighting both the best and worst looks.

In this Fashion Thursdays episode of Too Young To Be Old, Diane Gilman wraps up awards season with a brutally honest breakdown of the 2026 Oscars red carpet. She says the show felt oddly safe and overrun by black gowns—and even argues black should be banned from the red carpet because it reads flat, depressing, and totally wrong for Hollywood’s biggest night. Diane names her top best‑dressed: Demi Moore in a jaw‑dropping feathered Gucci gown that moved beautifully and stole the carpet; Kelly Ripa glowing head‑to‑toe in soft gold Christian Siriano; and a sleek gray, “diamond” column dress (also Gucci) she says she’d happily wear herself at 80 with white hair thanks to its simplicity and movement. She doesn’t hold back on the worst looks: a chaotic nude‑mesh, faux‑leather, studded, chained dress with way too many clashing ideas; Misty Copeland in a David Koma creation that hides her ballerina body instead of celebrating it; and a washed‑out, 1930s‑ish gown with harsh black bows and a confused skirt. From there, she rapid‑fires through the rest of the carpet: Chloe’s horror‑movie look better suited to Heidi Klum’s Halloween party. A string of “prom gown” florals in safe chiffon that…

People in this episode

Host: Diane Gilman

Topics covered

  • fashion
  • Oscars
  • red carpet
  • style critique
  • celebrity fashion

Keywords

  • Oscars 2026
  • red carpet fashion
  • Diane Gilman
  • best dressed
  • worst dressed

Mentioned in this episode

Organizations: Gucci, Christian Siriano, David Koma, Chanel, Armani Privé

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