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High-Profile Relationships
Just a few months after parting ways with Lucas Bravo, Shailene Woodley has been seen in the company of a new partner. Here’s a look at her romantic history following the end of her engagement to Aaron Rodgers.
Rumors are swirling that Aaron Rodgers may have secretly wed someone unknown to the public and even his teammates. Before this enigmatic union, Rodgers was linked to several well-known figures, including a notable engagement to Shailene Woodley. While Woodley has remained silent about Rodgers’ rumored nuptials, she has been open about the emotional toll her own broken engagement took on her. Nevertheless, this hasn’t stopped her from moving forward romantically, as she has had a couple of notable relationships since her split from Rodgers.
How long were Aaron Rodgers and Shailene Woodley together?
Back in 2021, Aaron Rodgers stunned fans by revealing his engagement to Shailene Woodley during his NFL Honors MVP acceptance speech. The news took many by surprise, as few were aware that the NFL quarterback was romantically involved with the actress. It was later disclosed that the couple had been introduced by mutual acquaintances in 2020 and had been committed to each other ever since.
After Rodger’s announcement, Woodley confirmed that they had been engaged for “a while,” though she didn’t mention when the engagement happened or discuss plans for a wedding. Everything seemed fine for most of 2021, then the speculation came.
In February 2022, In Touch Weekly spoke with an insider who revealed Woodley and Rodgers had called off their engagement. The insider claimed Rodgers had prioritized football over his fiancée. While the pair tried to reconcile briefly, it was over for good by April 2022.
Woodley once called the end of the romance traumatizing and toxic.
She was spotted with Lucas Bravo following the split
While Shailene Woodley kept a mostly low profile immediately after her split from Aaron Rodgers, she did show off a relationship around the time the world began speculating that Aaron Rodgers had gotten married. In March 2025, Woodley sparked romance rumors after being spotted with Lucas Bravo.
It didn’t take long for the actors to confirm the romance. Just a couple of weeks later, Bravo confirmed his relationship status during an interview, and the pair went Instagram official. They appeared to be having a great time and were spotted together in France throughout the summer. It was not meant to last, though.
Signs of trouble emerged in September 2025, when fans noticed that the formerly loved-up duo deleted all traces of each other from Instagram. The pair never confirmed their split, but they have not been spotted together since.
The ‘Big Little Lies’ star just stepped out with someone new
Shailene Woodley and Lucas Bravo’s relationship was reportedly a drama-free one, as was their split. That might explain why she didn’t need a ton of time to heal from the breakup. Woodley has been spotted out and about with Milo Callaghan this month, sparking romance rumors.
Woodley and Callaghan were spotted walking arm-in-arm during Milan Fashion Week. While they have not confirmed a romance, things were looking pretty cozy, suggesting love might be in the air. We are awaiting official confirmation.