It’s been a minute since Shailene Woodley graced our screens—the last sighting was in ‘Ferrari’—but she’s about to make a major comeback, this time on the Broadway stage!
Shailene’s starring in Cult of Love, a dramatic stage play with music by Leslye Headland that dives deep into the chaotic dynamics of a family you can never really leave.
But let’s be real: while the play explores family ties, we’re more interested in Shailene’s own romantic connections.
With Shailene’s past relationships and even a called-off engagement, she’s seen her share of heartbreak, TheyGossip.com reports.
Despite being a Hollywood name, she’s kept most of her romances under wraps, leaving us to piece things together through low-key public sightings and the rare social media hint.
Shailene’s past relationships have always had that low-profile vibe—almost like she’s living her own version of a “cult of love,” navigating fame but still managing to keep her private life private.
So, with this “Cult of Love” vibe in full swing, it feels like the perfect time to dive into Shailene’s romantic history.
Let’s take a look at the high points, the breakups, and how she’s managed to keep her love life mostly off the public radar.
From mysterious sightings to a two-year engagement that had fans buzzing, Shailene’s love life is as intriguing as her film roles—and we’re here for all the “will they, won’t they” moments she’s shared along the way.
Aaron Rodgers
Aaron Rodgers and Shailene Woodley surprised fans in February 2021 when they announced their engagement, just months after they started dating.
Shailene and Aaron
Their relationship had moved quickly, with Rodgers referring to Woodley as his “fiancée” during his NFL MVP speech, a sentiment Woodley later confirmed on The Tonight Show Starring Jimmy Fallon.
Both had just ended long-term relationships—Rodgers with NASCAR driver Danica Patrick, and Woodley with rugby player Ben Volavola—before their romance began.
Initially, they kept their relationship low-key, even revealing that they’d been engaged for a while before making it public.
Despite their public appearances together, like vacations in Mexico and Disney World trips, and Woodley’s playful support for Rodgers as he guest-hosted Jeopardy!, their relationship faced challenges.
Both had busy careers, which kept them apart frequently, though they reportedly found this separation beneficial. The pair were also said to have a “non-traditional” relationship.
Ultimately, in February 2022, after a year-long engagement, the couple ended their relationship, reportedly due to the different directions in their lives.
Insiders shared that, while the split was amicable, Rodgers and Woodley struggled to reconcile their busy schedules and contrasting personalities.
Despite falling hard for each other, the two remained friends but concluded they couldn’t make it work long-term.
Ben Volavola (2017-2019)
After her breakup with Bear, Shailene Woodley found love again with rugby star Ben Volavola. Their paths crossed in Fiji in 2017 while she was filming Adrift, and sparks clearly flew!
They were first spotted together in October of that year, making headlines after being seen kissing in Auckland, New Zealand.
Their PDA continued to catch attention, with cozy moments outside a café and even more romantic photos snapped during Ben’s rugby practice.
By January 2018, Shailene made things official on the ‘gram with a kissing pic that confirmed the romance.
Shailene and Ben
And in May, they debuted as a red-carpet couple at the Adrift premiere, sending fans into a frenzy!
Later, they took things international, stepping out at Paris Fashion Week events in September and October, where they looked super in sync. Fast forward to 2020, Shailene shared that their love story had come to an end.
Nahko Bear
Back in 2014, Shailene Woodley was romantically linked with musician Nahko Bear, the soulful frontman of indie band Nahko and Medicine for the People.
Their relationship first made waves in November of that year when they were photographed sharing a romantic Hawaiian sunset—total couple goals!
Their romance seemed pretty low-key, but there were a few sweet moments that slipped into the public eye.
Fans got a glimpse into their chill vibe, but by 2016, the pair had quietly called it quits. Though it didn’t work out, their brief love story definitely had those free-spirited vibes Shailene is known for.
