Let’s be real for a second. If you’ve spent any time on TikTok or followed the chaotic, wholesome energy of the Trainor family, you’ve probably seen the questions. They pop up in every comment section. Is Ryan Trainor gay? Who is he dating? Why was he kissing Chris Olsen in that one video?
People love a mystery. Especially when it involves a famous sibling who is as open and unfiltered as Ryan.
But here’s the thing: the internet has a habit of taking a single frame of a video and turning it into a definitive life story. Ryan, who is basically the "main character" brother of pop star Meghan Trainor, has lived a lot of his life in the public eye. He’s been there for the Grammys, the world tours, and the messy behind-the-scenes moments of the Workin’ On It podcast.
Because he’s so comfortable in queer spaces and has such a close-knit relationship with his sister’s very LGBTQ-heavy inner circle, the assumptions started early. Then came the Chris Olsen era.
The Chris Olsen "Relationship" That Broke the Internet
If you weren’t on the internet in early 2023, you missed a masterclass in playful trolling. Chris Olsen, the TikTok creator known for delivering coffee to celebrities and being Meghan Trainor’s unofficial bestie, started posting photos with Ryan. And we’re not talking about "just hanging out" photos.
🔗 Read more: Kristen Bell Body: What Most People Get Wrong About Her Fitness
We’re talking about hugging and kissing in Australia.
The fans went absolutely feral. The comments were a mix of "I knew it!" and "They’re the cutest couple ever." It seemed like a soft launch of a relationship. It had all the hallmarks of a celebrity "coming out" post without the formal statement.
Except it wasn't.
In April 2023, the duo finally addressed the chaos. They posted a video dancing to Meghan’s song "Mother" with text overlay that eventually revealed the truth: they were both single. They basically pulled a fast one on the entire digital world.
It turns out, they are just incredibly close friends who aren't afraid of physical affection. Ryan has always been a "love is love" kind of guy, and he’s clearly comfortable enough in his own skin to joke around like that. But for those searching for a definitive "Ryan Trainor gay" confirmation, that specific moment wasn't the "gotcha" they thought it was.
✨ Don't miss: Taylor Rousseau Cause of Death: What Really Happened
Identity, Sobriety, and the "Workin' On It" Era
If you actually listen to Ryan on the podcast he shares with Meghan and Daryl Sabara, you get a much deeper picture of who he is. Ryan doesn't usually label himself in the way people want him to.
He talks a lot about identity, but usually through the lens of sobriety.
For Ryan, his biggest transformation hasn't been about who he’s dating, but about his relationship with himself and his past struggles with alcohol. He’s been incredibly vulnerable about how sobriety changed his entire identity. When you’re "working on it" every week in front of thousands of listeners, you learn that identity is a moving target.
Why the confusion persists
- The Inner Circle: Meghan has openly stated that her entire team is gay. Ryan is deeply embedded in that world.
- The "Single" Status: Ryan often talks about being single or his "failings" in the dating world, which leads people to speculate on who he's looking for.
- Gender Expression: Ryan is a "sensitive guy" in a world that often demands rigid masculinity. He wears his heart on his sleeve, which people often misinterpret.
Honestly, the obsession with Ryan’s sexuality says more about our need to categorize people than it does about Ryan himself. He’s a guy who loves his family, makes hilarious content, and is trying to live a healthy, sober life in Los Angeles.
What Really Happened With the Rumors?
The "Ryan Trainor gay" search trend usually spikes whenever he shows up on a red carpet with a male friend or posts a "sus" TikTok. In 2025 and moving into 2026, the conversation shifted slightly toward his actual dating life.
Ryan has mentioned "Megumi" on the podcast—a partner he celebrated a one-year anniversary with in late 2025. This effectively put a lot of the male-dating rumors to bed for the casual observer.
But even then, Ryan remains a massive ally. He’s appeared at events like "Can't Cancel Pride" and has always been a safe space for his sister's fans. He’s the kind of guy who will walk into a gay club, have the time of his life, and not feel the need to defend his presence there.
The Takeaway on Ryan's Public Persona
Ryan Trainor isn't hiding anything. He’s just living.
He’s the older brother who moved to LA to support his sister, found himself in the middle of a whirlwind of fame, and had to figure out who he was while the world was watching. Whether he's joking with Chris Olsen or getting deep about mental health, he's always been "Ryan."
If you’re looking for a headline that says "Ryan Trainor Comes Out," you’re probably going to be waiting a long time because he’s already out here being his authentic self every single day. He doesn't seem to care about the labels as much as the internet does.
How to actually follow Ryan’s journey
If you want the real story—not the TikTok rumors—you should check out:
- The Workin' On It Podcast: This is where the real tea is. No filters, no PR agents, just the Trainor family talking about their lives.
- Ryan’s Twitch and TikTok: He’s much more interactive here. You’ll see his humor and his real-time reactions to things.
- Sobriety Advocacy: Ryan is a huge voice in the "California Sober" and total sobriety communities. This is where he finds his most purpose.
Stop looking for a "reveal" and just enjoy the content. Ryan’s been pretty clear about who he is—a brother, a podcaster, and a guy just trying to do everything with a little more love and grace.
The best way to stay updated on Ryan's life is to subscribe to the Workin' On It podcast and follow his official Instagram, where he shares the most accurate updates on his relationships and personal growth.