Unveiling Shailene Woodley’S Rollercoaster Romantic Journey – From Nfl Stars To 'Emily In Paris' Heartthrobs

  • By Miles
  • Jan. 7, 2026, 11:25 a.m.

The Many Loves of Shailene Woodley

Shailene Woodley, the talent behind hits like Big Little Lies and The Fault in Our Stars, has had her fair share of high-profile romances, despite generally keeping her personal life under wraps. From an NFL superstar engagement to a romantic European fling, here’s a peek into the SoCal actress's intriguing dating history.

Nahko Bear – A Musical Interlude

Back in 2014, Shailene was linked to Nahko Bear, the soulful frontman of Nahko and Medicine for the People. Their relationship sparked after they were seen enjoying the sun-drenched beaches in Hawaii. Even during her busy press rounds for Divergent, Shailene openly shared, "He has dramatically changed my life. All of his songs are not only inspirational but relatable."

Adrift with Ben Volavola

Post-Nahko, Shailene found love on the set of Adrift in Fiji with rugby star Ben Volavola. The couple made waves together, attending the film's premiere in 2018. However, their love story concluded in 2020. She reflected on the relationship candidly in a Bustle cover story: "I was on the road to marriage and children, but I couldn’t be available to him in the way that I wanted to be."

A High-Profile Engagement with Aaron Rodgers

Perhaps the most publicized of her relationships was with Green Bay Packers quarterback Aaron Rodgers. The couple got engaged in 2021, but by 2022, the engagement was called off. "It was my first quote-unquote ‘famous’ relationship," she shared, adding how the public scrutiny was overwhelming.

“It honestly never really hit me that millions of people around the world were actually watching these things,” Shailene expressed, reflecting on the challenges of dating someone so famous.

In 2024, she spoke again, revealing the emotional toll the breakup took on her. "I felt like I lost my soul, my self, my happiness," she confided.

Parisian Fling with Lucas Bravo

In 2025, Shailene was seen hand-in-hand with Emily in Paris star Lucas Bravo, setting the rumor mill abuzz. Their romance, though brief, marked a lighter chapter in her dating saga. "It’s the total opposite of her dynamic with Aaron. She’s happy, light, and having fun again," a source shared. By September, they amicably parted ways with Shailene laser-focused on her career.

From soulful serenades to Hollywood heartthrobs, Shailene Woodley’s romantic escapades continue to intrigue fans and are as dynamic as her acting career.

Miles
Author: Miles
Miles

Miles

Miles Ritter is the calm in the chaos — a journalist with a clean-cut look and a taste for dirty stories. Whether it’s a leaked tape or a legal meltdown, Miles breaks it down with clarity, context, and a bit of snark.