01
Whitney Houston
Whitney Houston stuns at the GRAMMY Awards in 1986.
02
Diana Ross
Diana Ross stuns at the GRAMMY Awards in 1988.
03
Whitney Houston
Whitney Houston stuns at the GRAMMY Awards in 1988.
04
Mariah Carey
Mariah Carey stuns at the GRAMMY Awards in 1991.
05
Janet and Michael Jackson
Janet and Michael Jackson stun at the GRAMMY Awards in 1993.
06
Whitney Houston
Whitney Houston stuns at the GRAMMY Awards in 1994.
07
Toni Braxton
Toni Braxton stuns at the GRAMMY Awards in 1994.
08
Jada Pinkett Smith
Jada Pinkett Smith stuns at the GRAMMY Awards in 1999.
09
Lauryn Hill
Lauryn Hill stuns at the GRAMMY Awards in 1999.
10
Destiny’s Child
Destiny’s Child stuns at the GRAMMY Awards in 2001.
11
Toni Braxton
Toni Braxton stuns at the GRAMMY Awards in 2001.
12
Beyonce
Beyonce stuns at the GRAMMY Awards in 2004.
13
Eve
Eve stuns at the GRAMMY Awards in 2005.
14
Christina Milian
Christina Milian stuns at the GRAMMY Awards in 2006.
15
Mary J. Bilge
Mary J. Bilge stuns at the GRAMMY Awards in 2007.
16
Estelle
Estelle stuns at the GRAMMY Awards in 2009
17
Ciara
Ciaran stuns at the GRAMMY Awards in 2011.
18
Rihanna
Rihanna stuns at the GRAMMY Awards in 2012.
19
Mya
Myan stuns at the GRAMMY Awards in 2011.
20
Ashanti
Ashanti stuns at the GRAMMY Awards in 2013.
21
Solange
Solange stuns at the GRAMMY Awards in 2013.
22
Janelle Monae
Janelle Monae stuns at the GRAMMY Awards in 2013.
23
Kelly Rowland
Kelly Rowland stuns at the GRAMMY Awards in 2013.
24
Rihanna
Rihanna stuns at the GRAMMY Awards in 2013.
25
Beyonce
Beyonce stuns at the GRAMMY Awards in 2013.
26
Alicia Keys
Alicia Keys stuns at the GRAMMY Awards in 2013.
27
Ciara
Ciara stuns at the GRAMMY Awards in 2014.
28
Rihanna
Rihanna stuns at the GRAMMY Awards in 2014.
29
Queen Latifah
Queen Latifah stuns at the GRAMMY Awards in 2014.
30
Beyonce
Beyonce stuns at the GRAMMY Awards in 2014.
31
Zendaya
Zendaya stuns at the GRAMMY Awards in 2015.
32
Jennifer Hudson
Jennifer Hudson stuns at the GRAMMY Awards in 2015.
33
Rihanna
Rihanna stuns at the GRAMMY Awards in 2015.
34
NIcki Minaj
NIcki Minaj stuns at the GRAMMY Awards in 2015.
35
Zendaya
Zendaya stuns at the GRAMMY Awards in 2016.
36
Ciara
Ciara stuns at the GRAMMY Awards in 2016.
37
Beyonce
Beyonce stuns at the GRAMMY Awards in 2016.
38
Solange
Solange stuns at the GRAMMY Awards in 2017.
39
SZA
SZA stuns at the GRAMMY Awards in 2018.
40
Andra Day
Andra Day stuns at the GRAMMY Awards in 2018.
41
Cardi B
Cardi B stuns at the GRAMMY Awards in 2019.
42
Halle Bailey And Chloe Bailey
Halle and Chloe Bailey stun at the GRAMMY Awards in 2019.
43
Lizzo
Lizzo stuns at the GRAMMY Awards in 2020.
44
Brittany Howard
Brittany Howard stuns at the GRAMMY Awards in 2020.
45
Megan Thee Stallion
Megan Thee Stallion stuns at the GRAMMY Awards in 2021.
46
Doja Cat
Doja Cat stuns at the GRAMMY Awards in 2022.
47
Saweetie
Saweetie stuns at the GRAMMY Awards in 2022.
48
Doja Cat
Doja Cat stuns at the GRAMMY Awards in 2023.
49
Lizzo
Lizzo stuns at the GRAMMY Awards in 2023.
On Sunday, the Grammys are kicking off in Los Angeles, California. Right now is all about acts like SZA, Victoria Monet, Doja Cat, Coco Jones, Jon Batiste, and more. But, we can’t help but think back to stars who over the years brought their unique energy and fashion sense to the lauded red carpet. The Grammys have seen so many legendary moments over the years, and that’s due to music being an exploratory industry.
From the ‘90s through the ‘00s there was a very distinct taste level that was on the carpet. That’s largely because things were different during those eras, not much was meticulous about celebrities style–at times they took large leaps or showed up to event shows in simple outfits. But, what has been consistent as the years have chugged along is the ability for many artists to cling to their inclinations. If they were known for their fashion sense in the aughts, we bet in recent years that this is still the case.
Below you’ll find a bevy of looks from over the years of our favorite celebrities at the Grammys.
