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Shailene Woodley Spotted With New Man After Bravo Breakup

Summary

  • Shailene Woodley and Milo Callaghan seen together in Milan.
  • Their outing occurred during Milan Fashion Week in February 2026.
  • This follows Woodley's September 2025 breakup with Lucas Bravo.
Shailene Woodley Spotted With New Man After Bravo Breakup

Shailene Woodley and Milo Callaghan made a public appearance together during Milan Fashion Week in Italy on February 25, 2026. The pair were seen walking through the city streets, signaling a potential new romance.

Woodley, 34, was dressed in a chic all-black ensemble, complemented by a gold handbag. Callaghan, 28, opted for a more casual look with jeans and a leather jacket. This sighting occurred approximately five months after the confirmation of Woodley's separation from actor Lucas Bravo in September 2025, ending their whirlwind relationship.

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