Arts & Entertainment
Dave Chappelle reportedly still telling transphobic jokes
the comedian makes controversial commentary on trans people in the military, Caitlyn Jenner
(Screenshot via YouTube.)
Comedian Dave Chappelle, known for his controversial social commentary, is coming under fire for telling transphobic jokes in his recent stand-up show.
The 43-year-old D.C. native kicked off a 16-show run at Radio City Music Hall in New York City. Jesse David Fox of Vulture wrote a report of the show and said Chappelle began his show with 20-minutes of transgender jokes.
“He started by talking about how he was ‘shocked!’ by Trump’s ban on transgender officers in the military, because he didn’t realize there were any trans people in the military. ‘Sounds like a secret weapon to me,’ he continued. ‘If I was in ISIS in the trenches fighting against the United States and all of the sudden I see a man with a beard and big D-cups titties just rushing my foxhole and shit, I’d be horrified,'” Fox writes.
Fox went on that Chappelle appeared to show some remorse for his jokes but only continued to make more transphobic jokes.
“Later, he told a story about receiving a fan letter that derided his trans jokes, to which he replied, ‘A weird thing happened to me in this moment — it honestly made me feel bad that I made somebody else feel bad.’ That was, however, just misdirection for another series of trans jokes,” Fox continued.
Chappelle also opted for a Caitlyn Jenner joke, making fun of the former Olympian appearing in Sports Illustrated.
“‘I read in the paper that Caitlyn Jenner was contemplating posing nude in an upcoming issue of Sports Illustrated. And I knew it was politically incorrect to say, so I figured I’d just say it for everybody — yuck. Fuck, man, I just want to read some stats, like why are you cramming man-pu*sy in the middle of the sports page like that?'” Fox writes.
Chappelle also joked that the only reason transgender issues have come to the forefront is because of race.
“He then tried to make a fairly complicated point about his own frustration with ‘all this talk about how they feel inside,’ because ‘since when has America given a fuck about how anyone feels inside?’ He ended by arguing that sometimes he thinks ‘the only reason all of us are talking about transgenders is because white men want to do it. If it was just blacks and Mexican like, ‘Hey, y’all, we feel like girls inside.’ They’d be like, ‘Shut up, nigger, no one asked how you felt,'” Fox writes.
Chappelle’s latest stand-up shows have been heavily saturated with transgender jokes. In one of his Netflix specials, Chappelle also made controversial LGBT jokes and called out LGBT activists for slamming his shows.
Celebrity News
My evening with Madonna
Gay icon headlined the World Pride Music Festival in Amsterdam
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.
— Madonna (@Madonna) July 28, 2026
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.
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.
The Petal Release Party and Drag Show was held at Spark Social on Friday, July 31. Performers included Tiara-Missou, Labianna and Darcy de la Cuadra.
(Washington Blade photos by Landon Shackelford)
Celebrity News
Madonna headlines World Pride Music Festival in Amsterdam
Kylie Minogue made surprise appearance alongside gay icon
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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