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Sasha Colby’s ‘Stripped II Tour’ is more than a show — it’s a movement

The ‘drag queen’s drag queen’ is just getting started

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Sasha Colby (Photo by Preston Meneses)

Sasha Colby didn’t set out to become “your favorite drag queen’s favorite drag queen.” It just kind of happened.

“You know, I was so stoned,” she admitted with a laugh, recalling the filming of her “Meet the Queens” promo. “We were about to sit down for the interview, and they were like, ‘Oh, just think of something, like a catchphrase you want to say.’” What came out was a now-iconic phrase that captured the truth: Colby is the queen’s queen, beloved by legends, adored by fans, and deeply respected in her craft. “It came out of the deep crevices in here,” she said, pointing to her head.

She thinks RuPaul might have planted the seed: “Ru had said on the main stage once, ‘You’re a drag queen’s drag queen — you’re what drag queens watch.’ And maybe that stuck in my head and just kind of … word association.”

And she’s only getting started.

After making history as the first out trans winner of “RuPaul’s Drag Race” to headline a Live Nation tour, Colby is hitting the road again this fall. Her “Stripped II” tour kicks off Sept. 16 in Seattle and wraps up in Hawaii, where she’ll bring her artistry full circle back home. This time, it’s bigger, bolder, and deeply personal, just like Sasha herself.

“I’m really excited to be going back on the road,” she told the Los Angeles Blade. “We’re doing a lot more cities. I think we did 23 last year, and this year we’re doing 30.” But the expansion isn’t just about scale, it’s about purpose. “The last tour was more about my journey to ‘Drag Race.’ This one’s about having fun, having some escapism, and magic. That’s so desperately needed in the world right now.”

The show is shaped by themes of resilience, joy, and gender freedom. It’s not just entertainment, it’s a protest in lipstick and lace.

“For me, doing drag is a protest,” Sasha said. “The most accessible way I can create change is through art and storytelling.” That means celebrating her Native Hawaiian heritage, honoring trans and queer ancestors, and centering the experiences mainstream media still too often ignores. “I love talking about how Native Hawaiians used to live and how they revered and had a space for trans people, for nonbinary people,” she said. “Those two things — the cultural and the queer — they overlap a lot. That’s my safe space to create from.”

The show will include Easter eggs for fans, references to cultural pride, sex and body positivity, and, of course, a healthy dose of gender fuckery. “Just really bending the mind,” she said, “and hopefully allowing us to get more comfortable with what we see as sexy or queer — or even straight, you know?”

It’s no surprise that Sasha’s rise to icon status has made her a beacon of trans joy and resilience. But she’s honest about the weight of that visibility.

“I actually try not to think about being someone everyone looks up to,” she confessed. “I’m definitely far from a perfect example of always having my shit together.” What grounds her, though, is openness. “I think that’s the real point of strength in vulnerability — being OK to show yourself, flaws and all.”

It’s a reminder that behind every perfectly executed performance is a full human being with trauma, imposter syndrome, and insecurities, just like the rest of us. And yet, she shows up anyway. “It comes and goes. It comes in waves. Work in progress.”

Digital spaces, she says, have been crucial for building community when in-person organizing isn’t always possible. “Sometimes when we can’t be there in person, all we have is community online.” But that connection comes with responsibility. “What we post matters. A lot of people look to us as their news source. So I try to be mindful of that.”

Her activism, like her art, feels instinctive. “I think maybe just my upbringing — being Native Hawaiian, living with injustice on an occupied island nation — I’ve always just been interested in speaking truth,” she said. “I’m trying to do this mantra where I don’t have to be right, I just have to be happy. Unfortunately, being right makes me happy.”

Same, Sasha. Same.

Her connection to her roots runs deep: not just culturally, but queerly. “Being queer, being trans got me connected with my Hawaiian side,” she explained. “There’s a long history of trans hula dancers and singers. They were the ones who taught me about Miss Continental, the Glades, the Carousel — all these places I was drawn to as a performer.”

One concept she carries with her is the Hawaiian idea that “kana” (your purpose in life) is tied to “kulana” (your responsibility to community). “Once you know your purpose, then that’s easy to understand your part in your community — whether it be your trans community, local community, or global community.”

As for the future? “Sky’s the limit,” she said, beaming. “I see myself telling stories in different ways — drag, film, music, stage. I just love telling stories.” And she hopes that trans and queer people everywhere keep doing the same. “Keep on existing, because it’s making everybody so upset. It’s wild — but we’re not going to stop.”

Before we wrapped, I asked Sasha what she would say to her younger self—before the wigs, before the titles, before she became everyone’s favorite drag queen’s favorite drag queen. “Oh, baby girl,” she said tenderly, “even though it feels like you’re trapped in your body, in your house, in your family—just stick with it. You’re one stubborn little gal. And don’t forget, you’ve always taken care of yourself. You got you.”

And what is she most proud of? It’s not the crown, or the titles, or the sold-out shows. “I’m proud that after working as a gig worker, living off tips for 30 years, I can finally pay my bills on autopay,” she said. “It’s an amazing thing for trans women of color to be able to do that. So, thank you, drag.”

Yes. Thank you, drag. And thank you, Sasha Colby, for reminding us that joy is revolutionary, art is healing, and we shouldn’t just “protect the dolls,” we should also pay the dolls.

Check out the full interview:

 (Video courtesy of the Los Angeles Blade)

“Stripped II” runs from Sept. 16 to Nov.15, 2025, with 30 confirmed North American dates, including Los Angeles on Sept. 26 and a grand finale in Honolulu, bringing “Stripped II”’s powerful celebration of trans joy and storytelling to a wider audience than ever.

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My evening with Madonna

Gay icon headlined the World Pride Music Festival in Amsterdam

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From left: Madonna, Stuart Price, and Kylie Minogue perform at the World Pride Music Festival in Amsterdam on Aug. 2, 2026. (Photo courtesy of Cejlon Studio)

Editor’s note: International News Editor Michael K. Lavers and Photo Editor Michael Key will be on assignment in the Netherlands through Aug. 10. They will be covering World Pride in Amsterdam.

AMSTERDAM — Madonna and 6,000 of her closest friends celebrated World Pride at Amsterdam’s AFAS Live concert hall early Sunday morning. I was fortunate enough to be one of them.

Madonna last Wednesday nearly broke the internet when she said on social media in Dutch that “I got somethin’ I wanna talk about,” referring to an opening line in “Danceteria,” one of the tracks on her “Confessions II” album that has received rave reviews since its July 2 release. The track has been on near constant replay on my playlist since I first heard it.

MISTR — a telehealth platform that offers free access to PrEP, Doxy PEP, STI testing, and long-term care that has organized Madonna’s Club Confessions shows in the U.S. and the U.K. — later confirmed the rampant speculation. I woke up on July 30 to an email in my inbox from MISTR and the World Pride Music Festival PR team that said I was on the press list.

Madonna was indeed going to headline the World Pride Music Festival that Jake Resnicow and Insomniac produced, and I was going to be there. OMFG!!!!

The gay icon had one more surprise in store.

The Dutch internet on Saturday once again broke over speculation that Kylie Minogue was going to appear alongside Madonna. I was getting ready to leave our hotel in Amsterdam on Saturday night when I saw a video of the two of them together.

“Madonna is now teasing Kylie Minogue on her social media … she may be one of her ‘special guests’ tonight,” I wrote in a text to Washington Blade Editor Kevin Naff at 8:46 p.m.

“Have fun! This is turning into the gayest concert ever,” he responded.

I arrived at AFAS Live shortly before 11 p.m. My press contact walked me and two other Dutch journalists into the venue’s cavernous main room known as the Black Box. We made small talk for a few minutes before I started to walk around and listen to Josh Harrison who was on the decks.

Madonna was scheduled to take the stage at 1:30 a.m., but she is known for being late — she is Madonna and she does what she wants. Hayla, a British singer, and Bebe Rexha are among those who performed ahead of Madonna. Thousands of sweaty men — including a group of Australians next to me who were eagerly awaiting Kylie’s anticipated appearance — packed the Black Box and were dancing, anticipating what was to come.

International News Editor Michael K. Lavers awaits Madonna at AFAS Live in Amsterdam on Aug. 2, 2026. (Courtesy photo)

MISTR CEO Tristan Schukraft at one point came on stage and declared Madonna was indeed in the building. The moment for which we were all eagerly waiting finally came shortly before 2:30 a.m.

“Mother is here and this is gay heaven,” said Madonna when she took the stage.

Stuart Price, who produced her “Confessions on a Dance Floor” album in 2005, manned the decks during Madonna’s set.

She opened it with “I Feel So Free” from “Confessions II.” Madonna then sang “Bring Your Love” and “Danceteria” to which this reporter — and everyone else — sang along.

Madonna then teased a surprise before she began to perform “Love Sensation.” Kylie soon appeared on stage. It was nearly too much for my fellow partygoers from Australia. It was indeed the gayest concert ever!

Madonna and Kylie performed “Love Sensation” together. They then sang “Hung Up” and “Sorry” from “Confessions on a Dance Floor” to round out the set that ended shortly after 3 a.m.

Madonna and I share the same birthday — Aug. 16 — and I would like to think she and Kylie gave me an early birthday present. In all seriousness though, it was an amazing night for me and for everyone else who was fortunate enough to be there.

“On the dance floor I feel so free,” says Madonna in the opening of “I Feel So Free.”

For those few precious hours at AFAS Live I did not think about the Trump-Vance administration and the myriad ways it is destroying the U.S. I did not think about the National Guard troops deployed to D.C. I did not think about the pointless wars that continue to ravage Ukraine and other countries around the world. I simply lost myself on the dance floor and celebrated an icon who has always stood with my community.

Thank you, Madonna.

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Madonna headlines World Pride Music Festival in Amsterdam

Kylie Minogue made surprise appearance alongside gay icon

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Kylie Minogue with Madonna at the World Pride Music Festival in Amsterdam on Aug. 2, 2026. (Photo courtesy of Cejlon Studio)

AMSTERDAM — Madonna on Sunday headlined the final night of the World Pride Music Festival in Amsterdam.

The gay icon took the stage shortly before 2:30 a.m. local time (8:30 p.m. ET on Saturday) during Club Confessions, a set that MISTR, a telehealth platform that offers free access to PrEP, Doxy PEP, STI testing, and long-term HIV care, organized.

“Mother is here and this is gay heaven,” said Madonna when she took the stage inside Amsterdam’s AFAS Live concert hall that can hold up to 6,000 people.

Stuart Price, who produced Madonna’s 2005 “Confessions on a Dance Floor” album and “Confessions II,” which debuted on July 2, DJed the set.

Kylie Minogue made a surprise appearance. She and Madonna performed a new remix of “Love Sensation” from “Confessions II.”

(Washington Blade video by Michael K. Lavers)

“Throughout my career, I’ve always supported efforts to fight HIV and AIDS, and that fight begins with education and access,” said Madonna in a MISTR press release. “With MISTR, (CEO) Tristan (Schukraft) is expanding access to HIV prevention and sexual healthcare for everyone. Through this work, he’s helping preserve and strengthen LGBTQ+ spaces while investing in the communities and culture that have long sustained us.”

Minogue in an Instagram post thanked Madonna, Price, Schukraft, and MISTR.

Madonna appeared at The Abbey in West Hollywood, Calif., in April. Madonna in June celebrated Pride month with a pop-up performance in New York’s Times Square.

Jake Resnicow and Insomniac produced the World Pride Music Festival that also featured Bebe Rexha and Paris Hilton, among others.

“Pride has always been about bringing our community together,” said Resnicow. “At a moment when too many people are being told to hide or make themselves smaller, gathering openly, joyfully, and without apology matters more than ever. I couldn’t be prouder of what this festival brought to life in Amsterdam — one dance floor, completely free.”

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Madonna to perform at World Pride in Amsterdam

‘Confessions II’ album released earlier this month to rave reviews

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Madonna will perform at the World Pride Music Festival in Amsterdam on Aug. 1, 2026. (Photo courtesy of MISTR)

Editor’s note: International News Editor Michael K. Lavers and Photo Editor Michael Key will be on assignment in the Netherlands through Aug. 10. They will be covering World Pride in Amsterdam.

AMSTERDAM — Madonna on Saturday will perform at World Pride in Amsterdam.

She is scheduled to appear alongside Stuart Price, Honey Dijon, and other “special guests” at the World Pride Music Festival at AFAS Live concert hall. The Amsterdam Pride Canal Parade will take place earlier on Saturday.

MISTR, a telehealth platform that offers free access to PrEP, Doxy PEP, STI testing, and long-term HIV care, is organizing Madonna’s performance.

Madonna on July 2 released her new album, “Confessions II,” to rave reviews.

She appeared at The Abbey in West Hollywood, Calif., in April. Madonna in June celebrated Pride month with a pop-up performance in New York’s Times Square.

“Everyone here is a work of art,” says the World Pride Music Festival performance poster, referring to a line from “Danceteria” on “Confessions II.”

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