Claim Supreme: Reigning Supreme

The second Pride Legacy winner on dreams, destiny, and becoming Supreme

There are some moments in drag that feel bigger than the stage itself. For Toronto-based Filipino drag artist Claim Supreme, her crowning as the winner of the second annual Pride Legacy Pageant was one of those moments.

Built around the theme Written in the Stars, Claim’s Pride Legacy journey was deeply personal from the very beginning. Her drag became a vehicle for honouring her late Mama, celebrating cancer fighters and survivors, and transforming some of life’s most difficult experiences into something beautiful, powerful, and deeply human.

While Claim Supreme may be a relatively new name in the drag scene, her ambition is anything but small. Through handcrafted looks, ambitious concepts, storytelling, and an unmistakable belief in the transformative power of drag, she has quickly established herself as an artist to watch.

And now, with the Pride Legacy crown officially hers, Claim is ready to dream even bigger.

Written in the Stars

The Pride Legacy Pageant has quickly become an important celebration of drag history, artistry, and the artists carrying that legacy forward. Following the inaugural pageant in 2025, which saw Guy Anabella take home the first-ever Pride Legacy crown, the second annual competition continued that tradition with a new group of performers ready to tell their stories.

Claim Supreme entered the competition during an especially emotional chapter of her life.

After losing her Mama, Claim returned to drag with a renewed sense of purpose. Drag had become a way to process her emotions, heal, and keep her mother’s memory alive. When she applied for Pride Legacy, she knew she wanted to create a tribute that could share that story with a larger audience.

Even the pageant's theme seemed to speak directly to her.

Written in the Stars became more than a competition theme. For Claim, it represented dreams, destiny, possibility, and the importance of believing in something before it becomes reality.

“I was in a very emotional chapter of my life,” Claim explains. “After my Mama passed away, I knew I wanted to continue drag because it had become my passion and a way for me to express my emotions, heal, and honour her memory.”

Her journey to the pageant even contained a moment that felt almost destined. Claim says she dreamed she had been accepted into the competition before receiving her official acceptance email.

“I genuinely felt as though everything was aligning exactly as it was meant to.”

And when she finally stepped onto the Pride Legacy stage, she carried her Mama with her — quite literally. Claim wore a keepsake necklace containing a small portion of her mother's ashes throughout the pageant.

That connection made the eventual victory all the more meaningful.

A Legacy in the Making

For Claim, the pageant wasn't simply about winning.

The competition brought together a strong cast of performers, each with their own perspective, artistry, and story. Claim says she was inspired by her fellow contestants and viewed every performer as a legitimate threat.

Aria Doll immediately stood out to her because of her stage presence and artistic perspective, while Dream caught her attention with a quality that suggested she had something special to bring to the competition.

But Claim's own presentation proved equally memorable.

Her runway look, Written in the Stars, transformed the idea of dreams becoming reality into a celestial fantasy.

The headdress initially obscured her eyes, symbolizing uncertainty and the process of trusting the journey ahead. As the presentation unfolded, the stars were revealed from her eyes — representing the dreams and aspirations Claim had carried with her.

Across the rhinestoned garment were words including Superstar, Winner, Queen, Pride, Love, Legacy, and Icon.

Even the word Winner was intentional.

For Claim, it wasn't about assuming she would win. It was about giving herself permission to believe that she could.

“I wanted to approach the competition with confidence and the mindset that I was capable of achieving my dreams,” she says. “For me, it was not about assuming victory, but about believing in myself and embracing the possibilities that lay ahead.”

And then came the moment when those possibilities became reality.

“I was honestly in shock. I felt overwhelmed with gratitude, excitement, and disbelief all at once.”

— Claim Supreme

Claim Supreme had officially become the second Pride Legacy.

Turning Grief Into Art

Perhaps the most powerful part of Claim's Pride Legacy story was her talent performance.

Her number was dedicated to her Mama, cancer fighters, survivors, those who have been lost, and everyone who continues to rise despite life's hardest moments.

It was also a return to the beginning.

Claim's very first drag performance had been inspired by her mother's journey with cancer. Years later, she found herself revisiting that story on the Pride Legacy stage.

This time, however, the story had evolved.

The performance wasn't simply about grief. It was about resilience, hope, memory, and transformation.

“It felt like a full-circle moment—transforming grief into art while celebrating her memory and sharing a message of hope with others,” Claim says.

That emotional connection ultimately became one of the defining elements of her Pride Legacy journey.

Q&A: Claim Supreme on Becoming Legacy

THISisDRAG.com: Claim, congratulations on being crowned at the second annual Pride Legacy Pageant! How does it feel to have won the title?

Claim Supreme: Winning Pride Legacy feels surreal and deeply meaningful. As someone who had only been doing drag for a short period of time, receiving this title was both humbling and affirming. It reminded me that passion, hard work, and believing in yourself can open doors you never imagined.

This title holds a special place in my heart because I dedicated my performance to my Mama, to cancer fighters, survivors, those we have lost, and everyone who continues to rise despite life's hardest moments. Being able to share that message on stage and receive this honour made the experience incredibly emotional and unforgettable.

THISisDRAG.com: What does winning this title mean for your future in drag?

Claim Supreme: Winning this title has given me confidence to continue dreaming bigger and pushing myself creatively. It reminds me that growth happens when we take chances and trust ourselves.

I hope to continue developing Claim Supreme, creating more ambitious concepts, performing on larger stages, and inspiring others through creativity, artistry, and performance.

What Comes Next?

If Pride Legacy was any indication, Claim Supreme isn't interested in thinking small.

She hopes to continue developing ambitious concepts, perform on larger stages, and expand the creative world surrounding her drag. She's also interested in learning how to sew, creating wearable art, exploring vlogging and behind-the-scenes content, and eventually designing pieces for other entertainers.

And there is another important part of her future that Claim is eager to explore: her Filipino heritage.

“I also hope to perform at more Filipino events and celebrate culture through drag.”

It is a natural extension of an artist whose work has always been about taking personal experiences, memories, dreams, and imagination and turning them into something tangible.

For Claim, drag isn't simply transformation.

It is connection.

It is healing.

It is a way to tell stories that might otherwise remain unspoken.

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A Legacy Continues

The second annual Pride Legacy Pageant may now be in the history books, but the story of the crown continues.

For those who missed this year's competition, you can relive the night through the THISisDRAG.com photo gallery, “Pride Legacy Pageant Returns.” The gallery captures the performers, runway looks, performances, and moments that made the second chapter of the Pride Legacy story so memorable.

Pride Legacy Pageant Returns: Relive the second annual Pride Legacy Pageant through our photo gallery.

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The journey began one year earlier with the inaugural Pride Legacy Pageant. Our 2025 review, “Pride Legacy Begins,” looked at the creation of the pageant and the celebration of drag history that launched the event.

Pride Legacy Begins: Read our original review of the inaugural Pride Legacy Pageant.

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And after Guy Anabella became the first-ever Pride Legacy winner, we sat down with the newly crowned queen for an exclusive interview about the experience, the meaning behind the title, and what came next.

Guy Anabella / The Legacy Begins: Read our exclusive interview with the first-ever Pride Legacy winner.

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Now, Claim Supreme has added her own chapter.

From Guy's inaugural reign to Claim's celestial Written in the Stars victory, the Pride Legacy Pageant is already becoming something bigger than a single competition. It is becoming a celebration of the artists, stories, histories, and dreams that continue to shape the drag community.

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Final Word

Claim Supreme's story is ultimately one of transformation.

She entered Pride Legacy carrying grief, memories, ambition, and a dream. She left carrying a crown — but perhaps more importantly, a renewed belief in what she is capable of becoming.

Her message extends well beyond the pageant stage:

“Claim your dreams, claim your joy, claim your power—because when you choose to believe in yourself, it’s always time to reign Supreme.”

And if Pride Legacy was the beginning of this particular chapter, it seems clear that Claim Supreme is only getting started.

There are more dreams to chase, more stories to tell, more looks to create, and more stages waiting.

The stars, it seems, have only just begun to align.

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By Kevin Blondin

Guy Anabella: The Legacy Begins

Guy Anabella Reflects on Her Historic Win and the Power of Pretty Girls Who Are Strong

When Vision Drag Artists and Buddies in Bad Times Theatre announced their first-ever Pride Legacy Pageant, it promised a new tradition rooted in excellence, creativity, and community. On stage, eight talented performers brought drag, drama, and daring to life—but only one would walk away with the crown. Enter Guy Anabella, the powerhouse performer, professor, and poet who stunned the judges with her vibrant butterfly fantasy and original song, “Pretty Girls Are Strong.”

In this exclusive interview, Guy breaks down her history-making win, her inspirations, and the artistry behind her drag—one that fuses Caribbean celebration, gender-defying strength, and unapologetic beauty. As the first-ever Pride Legacy winner, she’s not just wearing the crown. She’s redefining what it means to earn one.

THISisDRAG.com: Guy, congratulations on being crowned at the first-ever Pride Legacy Pageant! How does it feel to have won the title?

Guy Anabella: It feels correct! Honestly, I’m deeply honoured. I don’t take the title lightly. This is the first-ever Pride Legacy crown, and I want to set the tone for what it means. I hope this pageant becomes a new tradition every Pride, and I can’t wait to cheer on next year’s winner from the front row.

TiD: What were your initial thoughts and emotions when you were announced as the winner?

GA: I try not to expect anything, but in that moment? Pure gratitude and pride. I had worked so hard in the month leading up to the pageant. So to hear my name being called and realizing that all my effort paid off? It was emotional. Still feels a bit surreal.

What were your thoughts when you first learned that you would be competing in this pageant?

Not gonna lie, I was nervous! I’ve never done a pageant before so I didn’t know what to expect. But once the nerves subsided, I decided it was time to lock in and give it my all.

What were your thoughts about the rest of the contestants?

I thought it was an incredibly strong cast, with each of them bringing a very unique and different perspective to drag. It was a celebration of how diverse, creative, and powerful drag can be. I knew I had to push myself to stand out because of this iconic lineup.

TiD: Who did you expect to be the biggest threat?

GA: Every single one of them was a threat in their own way. Here’s the tea:

• Sucka brings camp and comedy, which I love. I’ve performed with her before and knew she’d give something very Willow Pill-coded and gobble the stage.

• Sevynn—I didn’t know her beforehand, but the minute she hit that pole? I knew she was one to watch. Fierce, sweet, and strong.

• Sahira is absolutely stunning. Like me, she weaves her culture into her drag, and I’m obsessed with artists who have a message.

• Midas—I’ve seen her perform in Toronto. A stunts and fashion girlie. I knew she was one to watch—and rightfully so, as she was in the Top 2!

• Masisi has international credits, hunni! Drag Race Holland and Queen of the Universe. I was nervous. Her runway and live vocals had me shook. Such a radiant, regal energy.

• Betty Baker had me gagged when I saw her do “Turn the Beat Around” at Drag Brunch Saved My Life. That performance is easily one of my top 3 drag performances ever. Camp, kicks, comedy—I was living!

• Molly Kewl is an education queen like me! Her aesthetic is giving “Bill Nye meets Decora,” and it’s so smart, so fresh. I knew she was going to do something shocking.

What can you tell us about your Legendary Moment runway look?

I knew I wanted to serve something Caribana-inspired. That’s my aesthetic through and through: vibrant, cultural, over-the-top. This was a pageant, so I wanted to go bigger. I told myself: it has to be impactful. I want people to gasp.

When I saw Anna-Lisa Ragu’s design, I was shook. The colour palette was dreamy, and the giant bouncing butterflies… I was in awe. That was the biggest backpack I’ve ever worn—and trust, it felt like it too—but it was so worth it. Covered in rhinestones, layered with delicate butterfly details… it was so pretty.

The hair was styled by the fabulous Zsa Zsa and matched the look perfectly—rhinestoned to the gods. Fun fact? It was actually a drawstring ponytail that she turned into a hair topper. Out of drag, I’ve got long hair, so I tucked it into a bun and pinned it on to make it look real.

The butterfly is such a powerful symbol for me. It’s all about transformation. Rebirth. Becoming. It feels so queer to me…the way we evolve, challenge norms, and reveal our true selves in colour and light. That’s exactly what I wanted to channel on that runway.

TiD: What can you tell us about your talent number?

GA: When I started thinking about my talent number, I knew I wanted to do something creative… something that would shock people.

I’m a powerlifter and a professor, and people are always shocked when I tell them that. So I thought: what if I leaned all the way in? My early concepts were a motivational lecture in full drag or a live weightlifting stunt onstage. Because we see muscle queens, yes… but can they lift, mama?

I also wanted to challenge myself to make an original song. In a past life, I was a world-renowned rapper. I wrote and performed the original song called “Pretty Girls Are Strong.” I worked with my producer Gavin Whehelan and choreographer Brianne Katz-Griffin to bring it to life—all in a month! But I learned so much about what goes into making a song and performing it. I want to make more music!

The song is about smashing gender expectations, especially the ones placed on women. Society tells you to be dainty, smooth, soft… but what if you’re strong, hairy, sweaty, and pretty? What if you’re all of those things at once?

That’s what my drag is about. I blur gender lines. I honour femininity and strength. The talent number was a love letter to all the people who’ve ever felt like they had to choose between masculinity and femininity... Spoiler: you don’t.

TiD: What does winning this title mean for your future in drag?

GA: It feels like a green light. This title has affirmed that I’m on the right path and that my version of drag belongs in the spotlight. It’s opened doors, but more importantly, it’s opened my own eyes to what I’m capable of. It’s incredibly validating and affirming. I do believe that I was born to do this. And I am not done!

What’s next for Guy Anabella?

So much! I want to get into garment design. I have the vision but I just need to level up the execution. I also want to keep making music! “Pretty Girls Are Strong” is just the beginning. And of course, continuing to blend my professor life with my performer life. Guy Anabella’s just getting started. I’m planning to create some queer creativity courses in 2025! I want to make sure this reign is a successful one.

Do you have anything else that you would like to add?

Your biggest competition is yourself. Sometimes, the hardest part is getting out of your own way. It’s okay to be critical of yourself because that’s how we grow—but it’s even more important to celebrate yourself. You deserve to take up space, to shine, and to be proud of how far you’ve come.
And remember that PRETTY GIRLS ARE STRONG!

From runway wings to lyrical fire, Guy Anabella proved she’s more than a pageant queen—she’s a force for transformation. With a reign ahead and new creative projects in the works, Guy’s legacy is just beginning to unfold. And if this first chapter is any sign, the future of drag—and of Pride Legacy—is in very powerful, very pretty hands.

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By Kevin Blondin