Grayson Dolan is officially off the market. Honestly, it’s a bit of a shocker for anyone who grew up watching the Dolan Twins on Vine and YouTube. For a long time, Grayson was the brother who kept his cards closest to his chest. While Ethan was more public about his life and eventually his marriage to Kristina Alice, Grayson stayed in the shadows.
He did it. He actually proposed.
The news broke in August 2025, but because Grayson has basically retired from being a "personality," the details didn't just land in everyone's lap. You had to look for them. This wasn't a "Story Time" video or a 20-minute vlog with a clickbait thumbnail. It was quiet. It was real.
Who Is the Mystery Fiancée?
The woman who said yes is Eleni Stamoulis.
If you aren't deep in the Dolan fandom, you probably haven't heard much about her. That’s intentional. Grayson and Eleni have been incredibly protective of their privacy since they started dating. Rumors first started bubbling up back in late 2024. People caught them walking hand-in-hand on a beach, looking like a couple that had been together for way longer than a few weeks.
They never did the "hard launch" on Instagram. No "meet my girlfriend" videos. They just... lived.
Eleni isn't some massive influencer looking for clout. She’s someone who seems to fit perfectly into the quiet, creative life Grayson has built for himself since leaving the YouTube grind behind. On August 4, 2025, she finally gave the fans a tiny glimpse into their world. She posted a carousel of photos on Instagram with a simple white heart emoji.
The Proposal: A Grecian Dream
The photos weren't just random selfies. They were stunning.
One shot shows Eleni standing in front of the Saints Constantine and Helen Orthodox Metropolitan Church. Based on the architecture and the vibe, it’s pretty clear Grayson popped the question in Greece. It’s a full-circle moment for him, considering his heritage and his love for travel that isn't dictated by a filming schedule.
The ring? It’s a classic. It features an oval-cut diamond sitting on a thin gold band, accented with pavé diamonds. It isn't gaudy or "influencer-sized." It’s elegant.
Kristina Dolan (Ethan’s wife) basically confirmed the news in the comments with a string of crying and heart emojis. It’s kind of sweet to see the family expanding like this. Ethan and Kristina got married in the Catskills back in August 2024, so Grayson's engagement came almost exactly a year later.
Why Grayson Dolan Engaged Is Such a Big Deal Now
You’ve got to understand the context of the Dolan Twins' career to see why this matters. They started as kids. They were literally teenagers when the world started watching them. For years, they were the "Sister Squad" with Emma Chamberlain and James Charles. They were the faces of a very specific, very loud era of the internet.
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Then they just stopped.
They talked about burnout. They talked about how the pressure to perform was "stunting their growth." When they walked away from YouTube in 2021, a lot of people thought they’d be back in six months. They weren't. Grayson choosing to get engaged in such a private, non-commercial way is the final proof that he’s moved on. He isn't selling his relationship for views.
What This Means for the Future
Don't expect a televised wedding.
If Ethan’s wedding was any indication—an intimate ceremony at Handsome Hollow—Grayson and Eleni will likely keep their nuptials small and local (or perhaps a destination wedding back in Greece). They are focused on "bigger and better things," as they put it when they left YouTube. For Grayson, that seems to mean building a life that doesn't require a ring light.
The era of the Dolan Twins as we knew them is over. Grayson is 25 now. He’s a fiancé. He’s a private citizen who happens to have millions of people who still care about his happiness.
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Actionable Next Steps
If you’re a long-time fan looking to keep up without being invasive, here is the best way to handle the news:
- Respect the Privacy: Grayson and Eleni clearly value their space. Avoid tagging them in speculative posts or trying to find their private locations.
- Follow Eleni for Rare Updates: Since Grayson is mostly offline, Eleni's Instagram is the only place you'll likely see official milestones, but keep in mind she posts infrequently.
- Look to the Podcast Archives: If you're feeling nostalgic, their old podcast episodes are still the best way to understand the mindset that led them to this quieter life.
- Support Their Individual Ventures: Both brothers have teased creative projects that aren't YouTube-centric. Keep an eye out for film or production credits rather than social media posts.
Grayson found his person. In the world of chaotic celebrity breakups and staged PR romances, a quiet engagement in Greece feels like a massive win.