Greetings, fashion lovers! It’s no secret that the Oscars is not just a platform for the biggest night in Hollywood, but also one of the most highly-anticipated fashion events of the year. From stunning couture gowns to quirky and bold fashion statements, the red carpet always leaves us in awe with its sartorial offerings. But as with anything subjective, there will always be highs and lows. In this blog post, we’ll be taking a look at some celebrities who either nailed or failed their Oscars fashion game.

Nailed It 💅🏻

Lupita Nyong’o

From her breathtaking blue Prada gown in 2014 to her custom-made Versace gold dress in 2019, few do the Oscars fashion game quite like Lupita Nyong’o. The Kenyan-Mexican actress always manages to command attention with her bold, colorful, and statement-making choices. She is the epitome of a fashion chameleon who can make anything and everything look amazing.

A photo of Lupita Nyong'o on the red carpet wearing her iconic blue Prada gown at the 2014 Oscars

Timothée Chalamet

Known for his youthful looks and edgy style, Timothée Chalamet has easily become one of the most exciting and daring male fashion icons on the red carpet. From his all-white tuxedo by Berluti in 2018 to his all-black sequin Louis Vuitton suit in 2020, the “Little Women” actor always brings in some creative and entertaining spin to traditional male fashion.

A photo of Timothée Chalamet on the red carpet wearing an all-white tuxedo by Berluti at the 2018 Oscars

Billy Porter

When it comes to groundbreaking fashion moments, Billy Porter never fails to deliver. The “Pose” star is a true fashion icon and boundary-breaker who is known for his daring and gender-bending ensembles. From his black velvet tuxedo gown by Christian Siriano in 2019 to his golden feathered custom-made ensemble by Giles Deacon in 2020, Porter continues to redefine society’s rigid fashion norms.

A photo of Billy Porter on the red carpet wearing his black velvet tuxedo gown by Christian Siriano at the 2019 Oscars

Failed It 💔


No one could forget Bjork’s iconic swan dress in 2001. The Icelandic singer-songwriter arrived on the red carpet in a multi-layered swan feather dress and matching headpiece that left everyone confused and scratching their heads. While the concept in itself was beautiful and creative, it was still too outrageous to be taken seriously as a fashion statement.

A photo of Bjork wearing her infamous swan dress on the red carpet at the 2001 Oscars

Gwyneth Paltrow

Gwyneth Paltrow’s pink Ralph Lauren gown in 1999 might have been a hit with her fans, but it certainly didn’t sit well with the fashion critics. The dress appeared as if it was a satin sheath designed for a bridal party rather than the Oscars. It’s safe to say that this dress will go down in history as a “what were you thinking?” look.

A photo of Gwyneth Paltrow wearing her pink Ralph Lauren gown at the 1999 Oscars


As much as we admire Cher’s eclectic and enduring style, we cannot say the same about her 1986 Oscars fashion moment. The “Believe” singer turned heads when she showed up in a beaded two-piece ensemble, complete with a fringed shawl, headdress, and a rather interesting belly-button jewelry. While this look may have been considered avant-garde at the time, it ultimately ended up as a big fashion faux-pas.

A photo of Cher wearing her beaded two-piece ensemble on the red carpet at the 1986 Oscars

In conclusion, fashion is always subjective, and what one person may consider a fashion hit may not resonate with others. However, the Oscars are always a great platform for celebrities to showcase their creativity, individuality and make a statement on the red carpet. The above-mentioned celebrities, whether success or failure, have definitely added to the excitement and drama of the Oscars fashion game.

A photo of Lady Gaga wearing a voluminous black and white gown at the 2019 Oscars. This image sums up the grandiosity of Oscars fashion