The Greatest Outfits In Grammys History

By Megan Gustashaw
10 February 2019
All photos: Getty Images
From Cher and Stevie Wonder to David Bowie and Beyonce

No matter how experimental Hollywood actors get with their tuxedos or how many grails NBA players pile on at one time, no famous tribe rages harder with clothes than musicians. For proof of that, just look to the Grammy Awards, which for 60 years have been home to the most epic sequin-, leather-, and velvet-adorned getups, extremely impractical accessories, and head-scratching suits the world has ever seen. Musicians set the bar high and they set it weird with their clothes, and as such they influence trends like no one else. At this week's awards show, we’ll see what the likes of Childish Gambino, Drake, and Kendrick Lamar have to challenge us with for 2019.

Until then, please enjoy the ridiculously awesome glory of the past several decades of shows. Don’t blame us if you emerge with a burning desire to invest in patent-leather pants. Blame Sisqó, Alice Cooper, and one-time Grammy attendee Hulk Hogan.

1966: Duke Ellington and Tony Bennett

Bossy suits for the biggest names in music.

1968: Frank Zappa and the Mothers of Invention

Enter: the longhairs.

1971: Paul and Linda McCartney

A lesson in reckless layering.

1972: Isaac Hayes

Feel like a king? Dress like a king.

1973: Jackson 5 with Gladys Knight & The Pips

Photographic evidence that ruffled tuxedo shirts hold way up.

1974: Cher and Stevie Wonder

Here's a music-industry style mantra: embroider everything.

1975: David Bowie, Yoko Ono, John Lennon, and Roberta Flack

Too much cool for one photo.

1977: Paul Simon

TFW you know you look damn good in your suit.

1978: Fleetwood Mac

When your hair is half the outfit.

1979: Kris Kristofferson and Rita Coolidge

Big hair, big lapels, shiny fabrics. This is black-tie that parties.

1980: Bob Dylan and Rickie Lee

When you're too cool to mingle.

1983: Marvin Gaye

All decked out.

1984: Michael Jackson

Spot the famous photobombers.

1985: Cyndi Lauper and Hulk Hogan

Bride and groom style, Grammys edition.

1987: The Beastie Boys

Could be from 2019, tbh.

1988: Run D.M.C.

Matching custom leather jackets. Now that’s friendship.

1989: Alice Cooper

School’s out forever.

1990: Milli Vanilli

Perfectly in sync.

1991: Jack Nicholson and Diana Ross

Just unbelievably strong stuff.

1992: R.E.M.

Big shoulders, big mood.

1993: Boyz II Men

Silk ties, school-dance ready.

1998: Will Smith

Philadelphia proud.

2000: N’Sync

All tips were frosted...

2001: Eminem

Awards-show velour.

2002: Outkast

Being on your own trip means never having to cringe at old photos.

2004: Prince

You think Maluma was the first guy to wear a robe suit?

2005: Green Day

C’mon, admit it, Billie Joe wasn’t the only one wearing a 12-button vest in 2005.

2006: Maroon 5

Some things never change.

2007: Red Hot Chili Peppers

We're still not sure how, but Anthony Kiedis made tank tops and tribal tattoos look good.

2008: Mark Ronson

Mark Ronson’s suit game has always been extremely on point.

2009: M.I.A., Lil Wayne, and Jay-Z

Jay-Z, the tuxedo years.

2010: Kesha and Justin Bieber

Bieber has never really dressed his age.

2014: Pharrell

The hat that stole the show.

2018: Kendrick Lamar

The king of cosy style.