If you’ve spent more than five minutes on "Influencer Twitter" or the deep, dark corners of Reddit over the last few years, you know the name Chris Miles. Or, more accurately, you know him as the guy who seemingly refuses to exit Tana Mongeau’s orbit. It’s the kind of relationship that makes your head spin. One day they’re "soulmates" in a blurry Instagram story, and the next, Tana is on her Cancelled podcast detailing a breakup so messy it makes Vanderpump Rules look like a Sunday school picnic.
Honestly, it’s exhausting to track. But we’re going to do it anyway.
The Chris Miles Tana Mongeau saga is a masterclass in modern, high-octane toxicity. We aren't talking about a standard "we grew apart" situation. This is the kind of bond forged in the fires of 4 a.m. Los Angeles parties, public call-outs, and enough "on-again, off-again" energy to power a small city. While Tana has moved on to other high-profile relationships—most notably her recent stint with Makoa—Chris Miles remains that permanent fixture in her history that fans just can't seem to shake.
What Actually Happened Between Chris Miles and Tana Mongeau?
The whole thing kicked off in the summer of 2021. Tana, fresh off... well, everything, posted a tweet on July 7, 2021, declaring she had a boyfriend and loved him "4 eternity." Chris Miles, a rapper known as much for his social circle as his music, echoed the sentiment. It felt like a classic LA "it" couple moment. But the honeymoon phase lasted about as long as a TikTok trend.
Within weeks, rumors of cheating and "pass around" comments started flying. Chris once went on a viral rant about Tana's past, and she responded in typical Tana fashion: by crying on camera and then, inexplicably, getting back with him two days later. It’s a pattern we’ve seen her fall into before, but with Chris, it felt different. It felt darker.
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- The Lottie Moss Drama: One of the most cited "low points" was when rumors surfaced that Chris had sent Tana videos or photos involving her then-friend Lottie Moss.
- The Lil Xan Connection: Chris and Lil Xan (another of Tana’s exes) actually released a song together called "Miss Me," which was widely understood to be about their shared history with Mongeau. Imagine your two exes teaming up to write a diss track. Total nightmare.
- The Archive Game: Every time they break up, the photos vanish. Every time they "reunite" as friends, Chris un-archives them. It’s a psychological thriller played out via Instagram grid.
Why the Internet is Still Obsessed with This Trainwreck
You’d think after Tana went public with Makoa in late 2023, the Chris Miles talk would die down. It didn’t. In fact, when Chris un-archived his photos with Tana in late 2024, the Cancelled subreddit nearly imploded.
Why do people care? Because Tana Mongeau is the ultimate "unreliable narrator" of her own life. She’s open about her addiction to toxicity. She’s admitted on her podcast that she and Chris have a connection that defies logic. They’ve even filmed "Come on a date with me and my ex" videos, which just proves that even when they aren't "dating," they are never truly apart.
Basically, Chris Miles represents the "old Tana"—the version of her that was spiraling, partying too hard, and making choices that left her fans worried. Makoa, the Hawaii-based "stable" boyfriend, represents the "new Tana." The tension between these two eras is why Chris’s name still triggers such a visceral reaction from the audience.
The "Villain Origin" Era
By 2025, Tana started leaning more into her "growth" era. She talked about sobriety, she talked about wanting a "soft life," and she talked about how much she regretted the way she allowed herself to be treated in the past. But she also isn't afraid to admit when she misses the chaos.
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In a late 2025 episode of Cancelled, Tana and Brooke Schofield reminisced about the absolute madness of the 2021-2022 years. They didn't name-drop Chris every five seconds, but they didn't have to. The "toxic rapper ex" archetype is so firmly attached to Chris Miles that he’s become a shorthand for a specific type of L.A. heartbreak.
The Reality of the "Friendship" in 2026
Where do they stand right now? Honestly, "it’s complicated" doesn't even cover it.
As of early 2026, Tana seems to be maintaining a much healthier distance. She’s focused on her brand, her live tours (which have seen their own fair share of drama), and her relationship with Makoa. However, Chris Miles is still Chris Miles. He still pops up in the comments. He still posts cryptic stories that fans swear are directed at her.
One thing is for certain: they are the poster children for "trauma bonding." You don't go through that much public scrutiny and mutual destruction without having some kind of permanent ink on each other's lives.
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Actionable Takeaways from the Chris Miles and Tana Mongeau Saga
If you’ve been following this story and wondering what it all means for the world of celebrity culture, here’s the bottom line:
- Watch the "Un-archiving": In the world of Gen Z celebrities, an archived photo is a ceasefire. An un-archived photo is a declaration of war or a plea for attention.
- Podcasts are the New Tabloids: If you want the real story, don't look at TMZ. Listen to the Cancelled podcast or Jeff FM. That’s where the actual "evidence" is dropped, usually in the form of a half-joking anecdote.
- Distinguish Between Content and Reality: Tana is a genius at turning her pain into profit. Half of the "drama" with Chris was likely amplified because it performed well on TikTok.
The Chris Miles and Tana Mongeau chapter might be "closed" in the romantic sense, but in the influencer world, nothing is ever truly deleted. If you're looking to understand the mechanics of a toxic L.A. relationship, this is your blueprint. Keep an eye on Tana's "rebrand" in 2026—if she manages to stay away from the "Miles cycle," it’ll be the biggest win of her career.
To stay updated on the latest influencer movements, monitor the "social media breadcrumbs" on Instagram stories rather than waiting for official statements. Check the follower lists and tagged photos every few weeks; that’s where the real transitions happen before they ever hit a podcast microphone.