Shailene Woodley is kind of a walking contradiction. One minute she’s telling a late-night host that she only shampoos her hair once a month, and the next, she’s the face of a high-glamour Dior campaign. That same "vibe" carries over to her love life. If you look at the Shailene Woodley dating history, it isn't just a list of names. It’s a roadmap of someone trying to find a balance between being a "normal human" and a massive movie star. Honestly, it hasn't always been easy for her.
People love to focus on the big, flashy headlines—like that whirlwind engagement to a certain NFL quarterback—but there’s a lot more beneath the surface. She’s dated indie rockers, international rugby stars, and French actors. Each relationship seems to represent a different "era" of Shailene.
The Early Days: Nahko Bear and the "Life Changing" Connection
Back in 2014, Shailene was the queen of the YA world. Divergent was huge. The Fault in Our Stars was making everyone cry. During all that chaos, she found a connection with Nahko Bear, the frontman of Nahko and Medicine for the People.
They were first spotted together in Hawaii. Very on-brand for her, right?
She didn't just "date" him; she credited him with changing her perspective on life. During her Divergent press tour, she told reporters that his music and his outlook on sustainability really hit home for her. They were together from roughly 2014 to 2016. It was low-key, earthy, and felt very much like the Shailene we saw in interviews—barefoot and talking about foraging.
The Rugby Era: Ben Volavola
After Nahko, things stayed quiet for a bit until 2017. While filming the survival movie Adrift in Fiji, Shailene met Ben Volavola, a professional rugby player.
This was a big shift. She went from the indie music scene to sitting on the sidelines of rugby matches in New Zealand and France.
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- How they met: On location in Fiji.
- The Debut: They went Instagram official in early 2018 and hit the red carpet for Adrift later that year.
- The Breakup: They split in 2020.
In an interview with Bustle, Shailene was surprisingly open about why it ended. She admitted she was "on the road to marriage and children" but realized she wasn't ready to fully commit. She basically said she didn't love herself enough yet to be the partner he needed. It’s that kind of honesty that makes her feel more like a real person than a celebrity "brand."
The "Famous" Relationship: Aaron Rodgers
Then came the one everyone knows. The one that changed how Shailene viewed fame forever.
In early 2021, the world found out she was dating Aaron Rodgers. It happened fast. Like, "we’re dating and—surprise—we’re also engaged" fast. Rodgers dropped the news during his NFL MVP acceptance speech, and suddenly, Shailene was the most talked-about person in sports and entertainment.
Why it felt different
Before Rodgers, Shailene’s relationships were private. This was different. This was "famous" famous. She later told Net-a-Porter that the scrutiny felt "violating." People had opinions on everything: their politics, their pandemic choices, their "non-traditional" dynamic.
They officially called off the engagement in February 2022. There was a brief "are they or aren't they" period where they were spotted together again in March and April, but by the end of spring 2022, it was over for good.
"I felt like I lost my soul, my self, my happiness, my joy. I really understood depression and anxiety and, like, complete soul detachment." — Shailene Woodley to Outside magazine (2024).
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It’s heavy stuff. She’s been very vocal lately about how traumatic that period was. It wasn't just a breakup; it was a total loss of identity under a microscope.
The Parisian Chapter: Lucas Bravo
Fast forward to 2025. After a long break from the public eye—mostly just working and healing—Shailene surfaced in Paris.
She was spotted arm-in-arm with Lucas Bravo, the "hot chef" from Emily in Paris.
For a few months, it looked like she had found her spark again. Sources told People that Lucas was "uncomplicated" and "emotionally present." They went Instagram official in April 2025 after a trip to the California desert. It felt light. It felt fun.
But, as quickly as it started, it ended. By September 2025, they had both scrubbed their Instagrams of each other. No big drama, apparently—just different priorities. Sometimes a "summer fling" is exactly what you need to realize you’re ready to be on your own again.
Where She Stands Now
As of early 2026, Shailene Woodley is publicly single.
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She seems to be in a "work mode" phase. After the "pain bubble" of her past few years, she’s been focusing on projects like Three Women and Killer Heat. She’s also been doing more advocacy work, which has always been her true north.
What we can learn from her journey:
- Privacy is a choice: You can see the shift in how she shares. She’s much more guarded now, and honestly, can you blame her?
- Healing isn't linear: She took nearly three years between Rodgers and Bravo to really find herself again.
- Unavailability is a trap: She’s talked about how she used to fall for "unavailability" in partners. Recognizing that pattern is usually the first step to breaking it.
If you’re following Shailene’s career, the best thing to do is watch her work. She’s clearly putting all that lived experience—the heartbreak, the "soul detachment," and the eventual recovery—back into her acting.
Keep an eye on her upcoming press for Cult of Love. If history repeats itself, she’ll probably drop another truth bomb about life and love that makes us all feel a little less alone in our own messes.
Next Steps for Fans:
If you want to understand Shailene beyond the headlines, check out her December 2024 interview with Outside magazine. It’s probably the most vulnerable she’s ever been about the mental health struggles that followed her high-profile breakup. It’s a raw look at what happens when the cameras stop flashing and you have to live with the person in the mirror.