There’s no fault in these stars getting along.
Indeed, Shailene Woodley and Milo Callaghan stepped out during Milan Fashion Week in Italy Feb. 25, walking down the city’s cobblestone streets together.
The Fault in Our Stars alum, for her part, donned a sleek, all-black ensemble, complete with flair pants, a blazer and ballet flats. The 34-year-old accessorized with a gold handbag and wore her dark brown hair in loose curls. The Rainmaker star, meanwhile, opted for a pair of dark wash blue jeans, a white Henley T-shirt and a black leather jacket with matching loafers.
Shailene’s night out with Milo, 28, comes less than six months after her breakup from Emily in Paris star Lucas Bravo was confirmed in September following a whirlwind romance.
Although the former couple were open about their relationship after stepping out in France together in March 2025, they promptly scrubbed one another from their respective social media accounts in the wake of their split.
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