The best-dressed Grammy award-winning artist the year you were born

  • The Grammys have been held annually since 1958.
  • As well as handing out awards, the show has given viewers plenty of jaw-dropping looks from its celebrity attendees.
  • Barbra Streisand wore a lacy turtleneck to the show in 1978 to accept two awards: song of the year and best female pop vocal performance for “Love Theme From A Star Is Born (Evergreen).”
  • In 1988, Whitney Houston dazzled in a sparkly black dress featuring a cutout neckline to accept the best female pop vocal performance award for “I Wanna Dance With Somebody (Who Loves Me).”
  • Other award-winning artists like Mariah Carey and Beyoncé have worn show-stopping looks to scoop up their Grammys over the years.

Musicians have brought their fashion A-game to the Grammy Awards for years.

Everyone from Whitney Houston to Beyoncé has taken to the stage in glamorous ensembles while stars like Barbra Streisand and Norah Jones have opted for more subtle, classic looks for the ceremony, which has been held since 1958.

Keep scrolling to see how celebrity style at the awards show has evolved over the years, and find out which musician was the most stylish winner the year you were born.

Note: We have included pictures from 1964 onwards as photos from the awards show were unavailable in the years prior.


May 1964: Henry Mancini went for a traditional tuxedo and bow tie when he won three Grammys.

Harold P. Matosian6th Annual Grammy Awards.

He took home three awards for his song, “Days of Wine and Roses,” scooping up record of the year, song of the year, and best background arrangement (behind vocalist or instrumentalist).


April 1965: Louis Armstrong looked sharp in a beautifully tailored tux while posing with his Grammy — and Barbra Streisand.

Armstrong won best male vocal performance for “Hello, Dolly!”


March 1966: Grammy winner Barbra Streisand was photographed five days after the ceremony wearing a stylish ensemble.

Terry Fincher/Express/Getty ImagesStreisand pictured a few days after the 8th Annual Grammy Awards.

The singer wore lace-up boots and a chic short-sleeved top that tied in a bow at her neck days after accepting the best female vocal performance award for “My Name is Barbra.” Her album of the same name was nominated for album of the year.


March 1967: Eydie Gorme smiled in a patterned sleeveless dress that featured a beaded motif.

Gorme received the awards for best female vocal performance for “If He Walked Into My Life.”


February 1968: Each member of The 5th Dimension wore elaborately detailed designs with high-contrast trims and plenty of shimmer.

Harold P. Matosian10th Annual Grammy Awards.

The group had four major wins for “Up, Up, and Away,” including record of the year, best performance by a vocal group, best contemporary single, and best contemporary group performance (vocal or instrumental).


March 1969: Glen Campbell stands with fellow Grammy-winner Jose Feliciano looking put-together in his suit and tie.

Campbell won album of the year for “By The Time I Get To Phoenix.”


March 1970: Peggy Lee sparkled in a semi-sheer dress with intricate jewels lining its high neckline.

This was Lee’s first and only Grammy Award: best female contemporary vocal performance for “Is That All There Is?”


March 1971: The Carpenters coordinated in dark, ruffled ensembles for their super ’70s Grammy photo.

The brother-and-sister duo earned the award for best new artist of the year and best contemporary vocal performance by a duo, group, or chorus” for “Close to You.”


March 1972: Aretha Franklin was photographed in a polka-dot and lace dress with fur.

She earned the best female R&B vocal performance award for “Bridge Over Troubled Water.”


March 1973: Helen Reddy wore a wrap dress on stage for her Grammy acceptance.

She received the best female pop vocal performance award for “I am Woman.”


March 1974: Bette Midler proudly held her first Grammy in a fun print dress with frilly straps that framed her neck.

She took home the Grammy for best new artist.


March 1975: In true ’70s spirit, Stevie Wonder suited up — in various shades of blue — with wide satin lapels and a floppy bow tie.

Wonder received album of the year and best male pop vocal performance for “Fulfillingness’ First Finale.” He also took home the best male R&B vocal performance award for “Boogie On Reggae Woman” and best R&B song for “Living for the City.”


February 1976: Toni Tennille of Captain and Tennille wore a stunning yellow gown detailed with crystals and a steep V-neck.

This was the duo’s only Grammy award. They won record of the year for “Love Will Keep Us Together.”


February 1977: Linda Ronstadt — flanked by Ringo Starr and Paul Williams — wore an incredibly chic off-the-shoulder dress while holding her Grammy.

Ronstadt won best female pop vocal performance for “Hasten Down The Wind.”


February 1978: Barbra Streisand posed with her Grammy award in a lacy turtleneck.

Streisand accepted two awards at the Grammy Awards that year: song of the year and best female pop vocal performance for “Love Theme From A Star Is Born (Evergreen).”


February 1979: Donna Summer brought sequins and blunt bangs to the Grammy Awards.

She accepted the best female R&B vocal performance award for “Last Dance.”


February 1980: The Doobie Brothers showed off a cool assortment of velvet, stripes, and everything in-between while collecting their two Grammy awards.

Their wins included record of the year for “What A Fool Believes” and best pop vocal performance by a duo, group, or chorus for “Minute By Minute.”


February 1981: Pat Benatar looked ultra-cool accepting her award in black leather pants and a puffy-sleeved pink sequin blazer, styled with an oversized belt.

Benatar went home with the title best female rock vocal performance for “Crimes of Passion.”


February 1982: Rick Springfield went bold in a pink checked blazer, a bright blue polo, and a neon pink tie.

He accepted the award for best male rock vocal performance for “Jessie’s Girl.”


February 1983: Toto celebrated their Grammy wins in classic black-and-white tuxedos with black bow ties.

The group’s Grammy awards included record of the year for “Rosanna,” album of the year for “Toto IV,” and producer of the year.


February 1984: Michael Jackson cradled his eight Grammys in a sparkly blue and gold military jacket with his single bedazzled glove.

Jackson was named producer of the year at the 1984 Grammy Awards. His impressive winnings also included record of the year and best male rock vocal performance for “Beat It,” in addition to best male pop vocal performance for “Thriller” and album of the year for “Thriller.”

Jackson rounded out his Grammy wins with best male R&B vocal performance and best R&B song for “Billie Jean,” and best recording for children” for “E.T.”


February 1985: Tina Turner stole the show — and took home three Grammys — with her performance in a shimmery red and black halter dress.

Her awards included record of the year and best female pop vocal performance for “What’s Love Got To Do With It,” and best female rock vocal performance for “Better Be Good To Me.


February 1986: Michael Jackson and Lionel Richie accepted their award in complementary ensembles with a splash of ’80s flair.

Richie and Jackson were honored with the song of the year award for “We Are The World.”


February 1987: Stevie Wonder and Gladys Knight made an impression in sparkly, dark ensembles while Dionne Warwick opted for a pop of colour in a light orange sequin look.

The trio, along with Elton John, received an award for best pop performance by a duo or group with vocal for “That’s What Friends Are For.”


March 1988: Whitney Houston dazzled in a sparkly black dress featuring a cutout neckline.

Houston received the best female pop vocal performance award for “I Wanna Dance With Somebody (Who Loves Me).”


February 1989: Bobby McFerrin clutched four Grammy awards in a sleek double-breasted tuxedo jacket with a white shirt buttoned all the way up.

His awards included record of the year, song of the year, and best male pop vocal performance for “Don’t Worry Be Happy.” McFarrin was also recognised with the best male jazz vocal performance award for “Brothers.”


February 1990: Bette Midler went for a polished look in her bluish-grey blazer and matching floor-length skirt.

She accepted the record of the year award for “Wind Beneath My Wings.”


February 1991: Mariah Carey wore a classic little black dress with a hint of sparkle and criss-cross strappy pumps.

Her first Grammys were best new artist and best female pop vocal performance for “Vision Of Love.”


February 1992: Natalie Cole left the Grammys with three awards in an elegant black-and-white dress with a matching scarf draped across her neck.

Cole dominated with record of the year and best traditional pop performance for “Unforgettable.” She was also awarded album of the year for “Unforgettable With Love.”


February 1993: Eric Clapton swept up six Grammy awards in his classic black tux, which he tied off with a silk bow tie.

His impressive collection from 1993 included record of the year, best male pop vocal performance, and song of the year for “Tears In Heaven.” That same year, Clapton received awards for album of the year and best male rock vocal performance for “Unplugged,” as well as best rock song for “Layla.”


March 1994: Houston wore a pearl scoop-neck dress with long sleeves the year that she won three Grammy awards.

She scored record of the year and best female pop vocal performance for “I Will Always Love You,” and album of the year for “The Bodyguard – Original Soundtrack Album.”


March 1995: Newcomer Sheryl Crow won three Grammy awards, but kept her look casual in a cream crochet top layered beneath a red and gold floral jacket.

The best new artist winner was also rewarded with record of the year and best female pop vocal performance for “All I Wanna Do.”


February 1996: Alanis Morissette accepted four Grammys in a simple long-sleeved black dress, which she accessorized with colourful beaded necklaces.

Eric Draper/Getty Images38th Annual Grammy Awards.
Her wins included album of the year and best rock album for “Jagged Little Pill.” She also received the best female rock vocal performance award and best rock song awards for “You Oughta Know.”


February 1997: Toni Braxton accepted two Grammy awards in a sporty white gown detailed with mesh panels along each side.

Ron Frehm/Getty Images39th Annual Grammy Awards.
Braxton’s voice got her the best female pop vocal performance award for “Un-Break My Heart,” and the best female R&B vocal performance” for “You’re Makin’ Me High.”


February 1998: Bob Dylan hit the stage in a silver iridescent suit with a black collar and matching buttons.

Dylan received the album of the year award for “Time Out Of Mind.” He also went home with best male rock vocal performance for “Cold Irons Bound,” and best contemporary folk album for “Time Out Of Mind.”


February 1999: Celine Dion walked the red carpet in a beaded white dress with a square neckline and a train of fabric before she received her two Grammys.

Dan Callister/Stringer/Getty Images41st Annual Grammy Awards.

Dion accepted record of the year and best female pop vocal performance for “My Heart Will Go On (Love Theme From ‘Titanic’).”


February 2000: Christina Aguilera posed with her first Grammy in a lavender sequin high-low dress embellished with a giant pastel butterfly.

Scott Gries/ImageDirect/Getty Images42nd Annual Grammy Awards.

Aguilera was named best new artist at the 1999 Grammys.


February 2001: Destiny’s Child collected their awards in an emerald green combination of cut-out dresses and a halter jumpsuit.

David McNew/Newsmakers/Getty Images43rd Annual Grammy Awards.

The girl group won best R&B performance by a duo or group with vocals and best R&B song for “Say My Name.”


March 2002: Alicia Keys rocked a flowing black and red dress with a leather bustier and coordinating slouchy boots as she smiled with her five awards.

Vince Bucci/Stringer/Getty Images44th Annual Grammy Awards.

Not only was Keys named best new artist, but she also took home the awards for song of the year, best R&B song, and best female R&B vocal performance for “Fallin.'” She also received the best R&B album award for “Songs In A Minor.”


February 2003: Norah Jones racked up five Grammy awards wearing a forest-green, tea-length dress with strappy ankle sandals.

Scott Gries/Getty Images45th Annual Grammy Awards.
The best new artist winner also won record of the year and best female pop vocal performance for “Don’t Know Why,” and album of the year and best pop vocal album for “Come Away with Me.”


February 2004: Beyoncé wore a golden satin gown with an intricate beaded neckline before receiving her five Grammys.

Kevin Winter/Getty Images46th Annual Grammy Awards.
Her impressive list of awards included best female R&B vocal performance for “Dangerously In Love 2,” and best R&B performance by a duo or group with vocals for “The Closer I Get To You.” She also took home awards for best R&B song and best rap/sung collaboration for “Crazy In Love,” and best contemporary R&B album for “Dangerously In Love.”


February 2005: Kanye West went fresh in a white blazer, tie, and dress shirt the night he received his awards.

Carlo Allegri/Getty Images47th Annual Grammy Awards.
West won best R&B song for “You Don’t Know My Name.” He was also awarded best rap song for “Jesus Walks,” and best rap album for “The College Dropout.”


February 2006: Fergie wore a chic neutral gown to the Grammys, where she won an award with the Black Eyed Peas.

Stephen Shugerman/Getty Images48th Annual Grammy Awards.

The group was honored with best rap performance by a duo or group for “Don’t Phunk With My Heart.”


February 2007: Beyoncé’s stunning silver dress had a deep V-neck and tasteful texture.

Vince Bucci/Getty Images49th Annual Grammy Awards.

She scooped up best contemporary R&B album for “B’Day.”


February 2008: Rihanna dressed in a voluminous and vibrant purple dress to pose with her first Grammy.

Vince Bucci/Getty Images50th Annual Grammy Awards.

She was awarded best rap/sung collaboration for “Umbrella.”


February 2009: Carrie Underwood arrived in a champagne-coloured Zuhair Murad gown complete with sequins and beads.

Frazer Harrison/Getty Images51st Annual Grammy Awards.

Underwood received her first Grammy: best female country vocal performance for “Last Name.”


February 2010: Taylor Swift gathered her four Grammys in a deep blue off-the shoulder, mermaid-style gown.

Kevork Djansezian/Getty Images52nd Annual Grammy Awards.
Swift won album of the year and best country album for “Fearless,” along with best female country vocal performance and best country song for “White Horse.”


February 2011: For her award-winning night at the Grammys. Miranda Lambert wore a metallic Edition by Georges Chakra dress that featured a single cut-out strap.

Jason Merritt/Getty Images53rd Annual Grammy Awards.
Lambert was named best female country vocal performance for “The House That Built Me.”


February 2012: Adele wore a simple yet beautiful black Giorgio Armani gown the night she won six Grammys.

Jason Merritt/Getty Images54th Annual Grammy Awards.

Adele won the awards for record of the year and song of the year, as well as best short form music video for “Rolling in the Deep.” Her album, “21,” was named album of the year and best pop vocal album. The singer also beat out nominees Lady Gaga and Ed Sheeran for the title of best pop solo performance for her song “Someone Like You.”


February 2013: Rihanna hit the red carpet in an unforgettable custom red gown designed by Alaia, and went home with a Grammy.

Jason Merritt/Getty Images55th Annual Grammy Awards.

She received the award for best short form music video for “We Found Love.”


January 2014: Alicia Keys arrived to the ceremony in a powerful, cobalt-blue Armani Privé dress.

Jason Merritt/Getty Images56th Annual Grammy Awards.

Her album, “Girl On Fire,” was named best R&B album.


February 2015: Lady Gaga accepted her award in a silver, beaded Brandon Maxwell gown that displayed her emerald Lorraine Schwartz gemstone necklace.

Jason Merritt/Getty Images57th Annual Grammy Awards.

Gaga received best traditional pop vocal album for “Cheek To Cheek.”


February 2016: Taylor Swift made an impression in Versace, wearing a tangerine crop top with a fuchsia pink skirt, when she collected her three Grammy awards.

Jason Merritt/Getty Images58th Annual Grammy Awards.

The singer won album of the year and best pop vocal album for “1989.” Her music video, “Bad Blood,” was also awarded best music video.


February 2017: Beyoncé wore a glistening gold gown by Peter Dundas to perform two songs from her award-winning album, “Lemonade,” at the 2017 Grammys.

Christopher Polk/Getty Images for NARAS59th Annual Grammy Awards.

The singer went home with the award for the best urban contemporary album, and was nominated for three other awards, with “Lemonade” losing out to Adele’s “25” for album of the year. “Formation” was also nominated for both record of the year and song of the year, both of which lost to Adele’s “Hello.”


January 2018: Rihanna skipped the red carpet, but she accepted her Grammy in a brown, patent-leather trench coat, slouchy patent boots, and corresponding gloves.

Kevin Winter/Getty Images for NARAS60th Annual Grammy Awards.
Rihanna, along with Kendrick Lamar, won best rap/sung performance for “Loyalty.”


February 2019: Cardi B made a splash on the red carpet in a vintage Mugler couture bodysuit and dress that made her look like she was emerging from a shell.

The rapper made history as the first solo woman to win best rap album for “Invasion of Privacy.” On Twitter, her avant-garde outfit was compared to everything from Ferrero Rocher chocolates to a coffee filter.

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