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Photos of RuPaul Through the Years

rupaul over the years fashion and music awards vh1

Evan Agostinibeautiful pictures

RuPaul is arguably the most famous drag queen in the world and the creator of RuPaul’s Drag Race, paved the way for future drag superstars. But RuPaul Charles isn’t just a fashion queen, he’s written books, songs, hosts talk shows, has acting gigs on numerous TV shows, including his own short-lived Netflix show that. AJ and the queen and of course his role as host and producer Drag racing. Somehow, the multi-talented superstar still finds time looking great every time he steps out of the house. Whether it’s a tight, super-short dress, a beaded evening gown or a gorgeous piece, the look is always going to be great. We’ve rounded up some of the most memorable and iconic fan looks from the past. So sashay your way through this gallery and get ready for some retro fun.

first out of 21

1979

RuPaul is famously quoted as saying, “We are all born naked and the rest is drag.” His stripped-down look from his youth is really the blank slate for some amazingly charismatic looks to come.

2 out of 21

1990

In full party mode at NYC’s Roxy nightclub.

3 out of 21

1990

Ru made a Foxy Brown look. Check out the boots!

4 out of 21

1992

Right before Ru’s hit “Supermodel (You Better Work)” rocked the charts, she posed right in the middle of NYC’s Times Square.

5 out of 21

1992

Love the little black dress (and we mean small!).

6 out of 21

1993

RuPaul showed this super patriotic one-piece look at the Gay Rights Campaign in April 1993.

7 out of 21

1993

RuPaul has befriended a lot of celebs, this is Ru befriending the great, late comedian Joan Rivers.

8 out of 21

1993

Speaking of celebrities, peep Ru is surrounded by Kurt Cobain, Krist Novoselic and Dave Grohl of Nirvana.

9 out of 21

1994

You know you’ve achieved iconic status when you perform with Sir Elton John. This is RuPaul and Elton rocking the Brit Awards.

ten out of 21

1995

Forget the Victoria Secret angels for a while, RuPaul has a winged look at the VH1 Fashion And Music Awards.

11 out of 21

1996

Another yellow dress, but if something works, why change it? Plus, this mermaid’s seaweed jacket is an unforgettable touch.

twelfth out of 21

1998

RuPaul and Anna Nicole Smith pair up in anything but basic little black dresses.

13 out of 21

1998

Michelle Visage will have a field day messing around with this wig if it works Drag racing but to be fair, this look is from one of Ru’s acting gigs while guesting on Nash Bridge.

14 out of 21

2000

Loved this casual look with a rather tame leopard print hat for the Sundance Film Festival.

15 out of 21

2000

If you’re going to honor Diana Ross, you’d better come out looking amazing, and RuPaul took that challenge out of the park. This VH1 Divas 2000 The suit has gold, sparkles, features and a big lioness wig.

16 out of 21

2004

Add gold in this glamorous cowboy look for Wigstock. The tiny waist is to want to die.

17 out of 21

2009

Over the past decade or so, RuPaul has been regularly spotted on the red (or in this case, blue) carpet wearing some perfectly tailored pieces, and this pattern combination is the point. remarkable.

18 out of 21

2017

At Fashion Does Drag Ball, Ru chose a more streetwear men’s drag, which, of course, he nailed.

19 out of 21

2018

And while his public appearance is now mostly clothing, you can still see Ru in his deadly drag suit and weekly wig (like this black and white number) on his runway. RuPaul’s Drag Race.

20 out of 21

2018

Ru isn’t the shrinking wallflower in this foliage-like suit at Variety And Women In Film’s 2018 Pre-Emmy Celebration.

21 out of 21

2019

Ru looked phenomenal in this hot pink zebra-striped suit, with some feathers and sparkles for the last pre-pandemic Met Gala event.

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