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GLAAD Awards Best Dressed Of All-Time: Photos

By:
Paige Kindlick, Ryan Shea
1 of 11

GLAAD Awards Best Dressed Stars Of All Time: Photos

GLAAD Awards Best Dressed Stars Of All Time: Photos
Invision/AP

Britney Spears and Taylor Swift at the 2018 and 2016 GLAAD Media Awards, respectively.

The GLAAD Media Awards is an annual event that honors films, television shows, musicians and a ton of amazing people that/who go out of their way to proudly highlight the LGBTQ community.

It is a ceremony that has taken place for over 30 years now where several A-list stars including Britney Spears, Taylor Swift, Halle Berry, Demi Lovato and more have proudly graced its red carpets while rocking some of the most gorgeous looks we’ve ever seen on them!

Some of these stunning women had a great reason to be there as they were being honored for their work where they came prepared in outfits that were truly eye-catching to witness.

Don’t just take our word for it! Be sure to click-through the gallery of the best dressed stars of all-time at the GLAAD Media Awards!

July 29, 2020, 11:24AM
2 of 11

Britney Spears

Britney Spears
Invision

Britney Spears dazzled when she arrived in a glittery sliver dress at the 29th Annual GLAAD Media Awards. Her handsome accessory that evening was boyfriend Sam Asghari. 

July 29, 2020, 11:20AM
3 of 11

Taylor Swift

Taylor Swift
Chris Pizzello/Invision/AP

Oh my! Taylor Swift made a surprise appearance at the 27th Annual GLAAD Awards in a gorgeous little black dress. 

July 29, 2020, 11:20AM
4 of 11

Paris Jackson

Paris Jackson
Richard Shotwell/Invision/AP

Paris Jackson stole focus from all others when she arrived at the 28th Annual GLAAD Awards in Los Angeles. She stunned in a sheer ensemble with a ton of blue embellishments. 

July 29, 2020, 11:20AM
5 of 11

Halle Berry

Halle Berry
Sipa USA via AP

Halle Berry wowed everyone, as usual, at the 29th Annual GLAAD Awards. She showed off her goregous legs in a sizzing green dress. 

July 29, 2020, 11:20AM
6 of 11

Zendaya

Zendaya
Jordan Strauss/Invision/AP

Zendaya almost matched the blue carpet at the 27th Annual GLAAD Media Awards. Her beautiful outfit consisted of a sparkly top and long skirt. 

July 29, 2020, 11:20AM
7 of 11

Jazz Jennings

Jazz Jennings
Sipa USA via AP

Jazz Jennings appeared ethereal at the 30th Annual GLAAD Awards. The TLC superstar’s multi-colored dress was one of the best of the night. 

July 29, 2020, 11:20AM
8 of 11

Demi Lovato

Demi Lovato
Jordan Strauss/Invision/AP

Fierce and fabulous. Demi Lovato struck many sultry poses at the 27th Annual GLAAD Awards in 2016. 

July 29, 2020, 11:20AM
9 of 11

Lea Michele

Lea Michele
Sipa USA via AP

Lea Michele was a sight for sore eyes at the 30th Annual GLAAD Awards. The former ‘Glee’ star was pretty in purple during the fun night. 

July 29, 2020, 11:20AM
10 of 11

Chloe Grace Moretz

Chloe Grace Moretz
Invision

Chloe Grace Moretz mixed and matched at the 29th Annual GLAAD Awards. Her silvery dress paired perfectly with its pink embellishments. 

July 29, 2020, 11:20AM
11 of 11

Gigi Gorgeous

Gigi Gorgeous
Sipa USA via AP

Gigi Gorgeous was the definition of the word “gorgeous” at the 30th Annual Awards. She went sheer in a fierce blue number that left little to the imagination. 

July 29, 2020, 11:20AM
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