Honestly, trying to keep up with the revolving door of a Jeffree Star ex is a full-time job. One minute he’s posting from a private jet with a "mystery man," and the next, he’s in a Wyoming yak ranch feud or spilling tea on a podcast about how he was never actually in love. It’s messy. It’s loud. And frankly, it’s exactly what we expect from the man who basically invented the modern beauty influencer era.
But if you strip away the neon pink filters and the "NFL Boo" clickbait, there’s a surprisingly human—and often tragic—story buried under the highlighter. People love to say every Jeffree Star ex was just on the payroll. Is that true? Kinda, maybe, but not entirely.
The Nathan Schwandt Era: More Than Just "Wifey"
We have to start with Nathan. If you weren't on YouTube in 2015, you might not realize how foundational this relationship was. For five years, Nathan Schwandt wasn't just Jeffree’s boyfriend; he was the backbone of the brand. He was the one in the warehouse. He was the one filming the videos.
They met on Instagram back when Jeffree wasn't even a millionaire. Nate was just a guy from Michigan.
The breakup in early 2020 felt like the end of an era. Jeffree’s "We Broke Up" video—shot in that massive, slightly haunting pink bed—was one of the few times he seemed genuinely broken. He cited the "fame" and the "lifestyle" as the killers. Nathan never wanted the spotlight. He deleted his socials. He vanished.
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There’s always been this nasty rumor that Nate was "straight" and just there for the money. Jeffree has fought that tooth and nail for years. He’s said Nate was the only man who ever loved him for him, before the private jets and the Birkins. Still, the internet is a cynical place. Fans still point to that one video where Jeffree sold Nate's favorite car as proof that the power dynamic was way off.
The Mystery Men: PR Stunts or Real Love?
Post-Nate, things got weird. Fast.
First, there was Andre Marhold. The basketball player. This one was a disaster from the jump. The Shade Room identified him within hours of Jeffree posting a photo of his tattooed arms. Then the "baby mama" drama started. Andre’s ex-girlfriend claimed she had no idea he was even with Jeffree.
By the time the dust settled, Jeffree was accusing Andre of stealing from him. It was a classic "I’m the victim" arc that we’ve seen play out a dozen times.
Then came the "NFL Boo" saga in 2023.
The internet went into a literal meltdown. People were checking flight manifests and tattoo patterns like they were FBI agents. Was it Taylor Lewan? Was it a secret quarterback?
Nope. It was a podcast promo.
Jeffree essentially trolled the entire sports world to get views for his appearance on Bussin' With The Boys. It worked, obviously. But it also reinforced this idea that any potential Jeffree Star ex after 2020 might just be a business arrangement.
Why the Relationships Keep Imploding
Honestly? It's hard to date a brand. Jeffree Star isn't just a person; he's a multi-million dollar corporation with a very specific, aggressive public persona.
- The NDA Factor: It’s widely rumored (and basically accepted) that anyone entering Jeffree’s inner circle signs a massive non-disclosure agreement. This creates a wall of silence. We only hear Jeffree's side of the story.
- The "Straight" Preference: Jeffree has openly said he prefers "masculine" men who often identified as straight before meeting him. That is a recipe for complexity, to say the least.
- The Wyoming Pivot: Moving to Casper, Wyoming, changed the vibe. It's harder to find someone who wants to live on a ranch and deal with the intense isolation—plus the constant social media filming.
The New Chapter: Tony Alejandro and 2026 Rumors
As of early 2026, the name on everyone’s lips is Tony Alejandro. They supposedly linked up in Florida during a content trip, and things got serious quickly. There’s even talk of an engagement after a live stream where a very expensive ring made an appearance.
Is this the one? Who knows. Jeffree has been leaning into more conservative circles lately, even doing podcasts like The Skinny Confidential where he made waves by saying he’s "not gay" and criticizing the LGBTQ+ community. It’s a wild pivot for someone who built their career on being a queer icon.
This shift definitely changes who he dates. The "Jeffree Star ex" of the future probably looks a lot different than the scene-king era of the 2000s or the makeup mogul era of the 2010s.
Actionable Takeaways for the Fans
If you’re trying to decode the latest Jeffree Star relationship drama, keep these things in mind:
- Look at the Timing: If a new guy appears right before a palette launch or a big podcast episode, it’s probably marketing.
- Check the Tattoos: The "detectives" on Reddit and X (Twitter) are almost always right about identities within 24 hours.
- Don't Expect the "Ex" to Speak: Because of those NDAs, you likely won't get a tell-all book from Nathan or Andre anytime soon.
- Watch the "Straight" Narrative: Jeffree uses this for shock value and engagement. Take it with a grain of salt.
At the end of the day, Jeffree Star’s love life is a performance. It’s a mix of genuine loneliness and high-level branding. Whether he’s with a TikToker or a retired athlete, the real star of the show is always going to be the man in the mirror.