Entertainment
27 Vintage Photos from the Grammy Awards — from Michael Jackson’s Thrilling Wins to Jennifer Lopez’s Internet-Breaking Dress
The Grammys are guaranteed to give us something to talk about the next day — or for years to come.
On the red carpet, you won’t see any Old Hollywood ballgowns; instead, musicians including Jennifer Lopez and Toni Braxton have taken the opportunity to wear head-snapping gowns that start trends (and make some blush).
And as one of the most visible stages in music, there have been plenty of all-timer performances worth a rewatch, even decades later.
The ceremony, which first took place back in 1959, has also seen a lot of history-making moments from musicians who later became legends, such as Michael Jackson, Beyoncé, Mariah Carey and more.
As we gear up for the 68th Annual Grammy Awards tonight, look back at these vintage photos from shows past.
History Makers
The Jackson Five posed with Gladys Knight and the Pips backstage at the 1974 show after they presented the latter with the Best Rhythm and Blues Vocal Performance by a Duo, Group or Chorus.
The Star Is Here
A young Barbra Streisand holds up her trophy for her work on A Star Is Born in 1978. “Evergreen (Love Theme from A Star Is Born)” would win the star two of her 10 trophies that night — one for Song of the Year, the other for Best Pop Vocal Performance, Female.
Paying Homage
The Eurythmics’ Dave Stewart couldn’t help but laugh at his bandmate, Annie Lennox, dressed up as Elvis for the 1984 show.
Triple Date
Michael Jackson, who was nominated in 1984 for 12 Grammys for Thriller, arrived with Emmanuel Lewis and Brooke Shields for the history-making night.
The King Is Crowned
They don’t call him the King of Pop for nothing: He nearly swept, taking home eight awards that night (a record up to that point) along with producer Quincy Jones.
Oh-So-’80s
It would be hard to sum up the decade more succinctly than this photo of Hulk Hogan and Mr. T mingling with Cyndi Lauper at the 1985 Grammy Awards.
New on the Scene
A fresh-faced Whitney Houston held her award for Best Pop Vocal Performance, Female, for the song “Saving All My Love for You” at the 1986 ceremony.
Family Business
Naomi and her daughter Wynonna Judd were a lookalike pair at the same show. The duo won the Best Country Performance by a Duo or Group with Vocal that year.
Cool as a Cucumber
A young Sinead O’Connor opted for a tattoo-inspired biker jacket for the 31st Annual Grammys in 1989.
Breaking Barriers
DJ Jazzy Jeff and Will Smith made history at the 1989 Grammys, winning the first-ever trophy for Best Rap Performance for their song “Parents Just Don’t Understand.”
Unbelievable
Weird Al Yankovic could hardly believe his eyes as he nabbed an award for Best Concept Music Video in 1989.
Effortless Beauty
Selena was radiant as she posed with her award for Best Mexican-American Album at the 36th Annual Grammys in 1994.
Golden Guys
Boyz II Men accented their all-white ensembles with some gold, winning Best R&B Album and Best R&B Performance by a Group in 1995.
All the Wins
Trisha Yearwood proudly held her two Grammys — Best Female Country Vocal Performance and Best Country Collaboration with Vocals — in 1998.
For You
Ricky Martin was over the moon as he posed with his Grammy Award for Best Latin Pop Performance for Vuelve.
Hard Launch
Jennifer Lopez made a huge splash at the 2000 show, rocking this risqué Versace gown that legendarily led to the launch of Google Images.
Princess of Pop
Britney Spears ushered in her era of total domination, performing a medley of “…Baby One More Time” and “From the Bottom of My Broken Heart” in 2000.
Dream Come True
Her fellow Disney alum, Christina Aguilera also snagged her first trophy, winning Best New Artist the same night.
Peek-a-Boo
The following year, Toni Braxton rocked a daring ensemble by Richard Tyler to the 2000 ceremony. The R&B singer also won Best Female R&B Vocal Performance for “He Wasn’t Man Enough.”
Father-Daughter Time
Lenny Kravitz was hand-in-hand with daughter Zoë at the 2000 show.
Showing Love
Sir Elton John and Eminem go in for a hug following their emotional performance of the rapper’s song “Stan” in 2001.
True to Self
Pink was punk-rock chic while on the red carpet during the 44th Grammys.
Comeback Queen
Mariah Carey took the 2005 airwaves by storm with her album, The Emancipation of Mimi, which produced hits like “We Belong Together,” “It’s Like That,” “Shake It Off,” and more. So, when the 48th Annual Grammy Awards rolled around the next year, it was no surprise she walked away with three trophies.
The Cool Guys Club
Newly anointed superstars Maroon 5 kept their cool as they snagged the Best New Artist win in 2005.
Dangerously Iconic
In 2004, Beyoncé began her solo reign, snagging five of the six Grammys her debut album Dangerously in Love had been nominated for.
New Girl
Fresh off her American Idol win, Kelly Clarkson won the Best Pop Vocal Album and Best Female Pop Vocal Performance awards at the 2006 show for Breakaway.
Major First-Timer
Taylor Swift’s Grammys debut was a huge success as the singer walked away with four awards — and became the youngest artist to win Best Country Album at the time — for Fearless.
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