People usually expect celebrity marriages to burn out fast. You see it every day—a whirlwind romance, a massive wedding, and then a "conscious uncoupling" two years later. But Evan Ross and Ashlee Simpson have quietly become one of the most stable couples in Hollywood. It’s been over a decade since they tied the knot at Diana Ross’s sprawling estate in Connecticut, and they aren’t just surviving; they’re actually thriving.
Honestly, their start was fast. Like, really fast. They met at a friend's birthday party in 2013 and were engaged within months. Most people figured it was a rebound or a flash in the pan. But if you look at them now, heading into 2026, they’ve managed to blend two massive, complicated musical dynasties into one cohesive, relatively normal unit.
The Reality of Living as Evan Ross and Ashlee Simpson
The couple currently lives in a $5 million mansion in Encino, California. It's a 6,250-square-foot spot that they’ve described as a "big warm hug." It’s not just a museum for their achievements. It’s a place where kids are allowed to be messy. They share two children together: Jagger Snow, born in 2015, and Ziggy Blu, who arrived in 2020.
Then there’s Bronx.
Ashlee’s eldest son with Pete Wentz is now 17. He’s towering over his mom at nearly 6 feet tall. One of the most impressive things about this family isn't the Grammys or the platinum records; it’s the co-parenting. Evan has been a staple in Bronx’s life since the kid was five. There’s no public drama with the Fall Out Boy bassist, just a genuine effort to keep things "chill."
🔗 Read more: Nicole Kidman with bangs: Why the actress just brought back her most iconic look
Why They Don't Do the Typical Hollywood Split
So, what’s the secret? Ashlee recently mentioned that they talk. A lot. Like, "shocking to people" amounts of talking. When Evan was filming on location in Arkansas recently, they were on the phone every few seconds. Most couples would find that suffocating. For them, it’s just how they function.
They also work together, which is usually the kiss of death for a marriage. Remember the Ashlee + Evan reality show on E!? It only lasted one season back in 2018, but it served its purpose. It documented them making their joint EP. While they’ve moved back toward solo projects—Ashlee just wrapped up a massive residency at the Venetian in Las Vegas—they still act as each other's primary sounding board.
The Venetian Residency and the 2026 Comeback
Speaking of the residency, Ashlee Simpson is having a massive moment right now. Her "I Am Me" show at Voltaire has been selling out consistently. It’s a 20-year celebration of her second album. Fans are flocking to Sin City to hear "Pieces of Me" and "L.O.V.E." live.
Evan is usually in the wings. He’s admitted that seeing her back on stage in a full set was a "Whoa" moment for him. It’s a different side of her than the mom he sees at the breakfast table. This mutual respect for their individual careers seems to be the glue. They aren't trying to be one person; they are two artists who happen to be obsessed with each other.
💡 You might also like: Kate Middleton Astro Chart Explained: Why She Was Born for the Crown
Navigating the Ross Dynasty
It can’t be easy being the son of Diana Ross. Or the sister of Jessica Simpson. The "shadow" is real.
Evan has carved out his own space as an actor in films like ATL and The Hunger Games, and more recently in projects like A Snowy Day in Oakland. He’s also a "burgeoning restaurateur," getting involved with spots like Leona’s Sushi House in LA. He doesn't seem to have the "famous kid" chip on his shoulder. He’s just a guy working.
Practical Lessons from the Simpson-Ross Playbook
If you’re looking at their relationship and wondering how to apply that stability to your own life, here’s the breakdown.
- The "Two-Second" Rule: They stay in constant contact. Even if it’s just a quick text or a five-minute call while one person is on set, that tether remains unbroken.
- Grow Together, Not Apart: Ashlee says the key is evolving at the same pace. When one person changes—whether it’s a career shift or a personal interest—the other meets them at that new level instead of resenting the change.
- Blended Families Require Ego-Stripping: Evan admits that Pete Wentz is an amazing father. There’s no competition for "Best Dad." They just all love Bronx.
- Keep the Romance Intentional: Even with three kids and a Las Vegas residency, they schedule "together alone" moments. Evan is reportedly the king of the surprise hotel staycation to escape "kid land."
The burglary scare at their Encino home in mid-2025 was a reminder of the fishbowl they live in. Their alarm was triggered while they were away, and police swarmed the property. It was a stressful moment, but they handled it with the same quiet unity they apply to everything else.
📖 Related: Ainsley Earhardt in Bikini: Why Fans Are Actually Searching for It
They’re a rare breed in the 2026 landscape. They are celebrities who actually seem to like being married. No cryptic Instagram posts about "new chapters." No leaked stories about "growing apart." Just a decade of being best friends who also happen to make music and movies.
For anyone following their journey, the best thing to do is keep an eye on Ashlee's upcoming 2026 tour dates. She’s adding more shows due to the demand from the Venetian residency. And you can bet Evan will be there, likely in his favorite coat (the ones Ashlee keeps stealing), cheering from the front row.
Actionable Insight: If you're managing a complex family dynamic or a high-stress career, prioritize the "check-in." The Simpson-Ross model shows that constant, small-scale communication is more effective than grand, once-a-year gestures. Focus on "meeting your partner at their level" as they change over time.