Halloween extravaganza: Chicago drag queens and kings show off their best spooky looks

Plus, a makeup tutorial from Chicago’s own Claire Voyant.

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With each brush stroke, Claire Voyant’s vision of her future look became more clear.

Thirty minutes into her makeup routine, the 26-year-old drag queen’s face is a blank canvas for infinite makeup options. But considering the season, she plans to serve something macabre to her audience.

“You don’t have to wear blood to look spooky,” the self-described “spooky twink” (a cheeky nickname for attractive, younger gay men) said as she decided on a nude-colored lip.

It’s Halloween, and all eyes are on the queens of makeup, costumes and wigs.

Between cooking up new looks, rehearsing dance numbers, producing shows and promoting their work, LGBTQ performers might be the busiest in Chicago during the month of October.

Catch these performers in action at 2019 LGBTQ Halloween events around Chicago

Claire Voyant, a drag queen who lives on the border of fantasy and reality, (and also, in Uptown) says she has already performed more than 25 shows this month. For artistic performers like Voyant, October is a perfect time for experimenting with bringing extravagant looks to life.

Yazayra Diamandis, 23, has been in the Chicago drag scene for about two years and has already garnered attention for her makeup and styling talents.


One of Yazayra Diamandis’ colorful drag looks she sported August 2019.

Photo provided by Yazayra Diamandis

“At first I tried to look like a fishy queen [especially feminine], but when I really started pushing my makeup to a creative side, I got more attention through social media,” said Diamandis, who has over 1,339 followers on her Instagram.

Yazayra’s makeup routine can take between two to four hours, depending on the look. Four hours can fly by and she could still be detailing an accessory on her face, she said.

The horror and gore genres aren’t strictly seasonal for Claire Voyant. Shock value is central to her identity as a performer, she said.

“I’ve been trying to give into the fact that at my core, base level, I am a little bit darker and spookier, but sometimes it won’t appeal to a specific club or audience,” she said. ”So it’s a little bit different to take that aesthetic and apply it. You almost need to commit to it full-heartedly.”

Click through the gallery for some of Chicago’s LGBTQ performers’ best Halloween looks. Category is — Chicago Halloween Extravaganza!

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