Angelina Jolie’s eldest daughter: From a tomboy with braces to a new generation of expensive beauty

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However, Shiloh’s growing presence could not be hidden for long. Her tomboy phase, which she embraced in her earlier years, was a topic of fascination for the media. From a young age, Shiloh displayed a preference for wearing boys’ clothing, and she was often seen sporting short hair and casual attire. She confidently expressed her individuality, even attending red carpet events with her parents while dressed in suits or more androgynous outfits, unbothered by the attention her style choices attracted. Angelina and Brad openly supported their daughter’s exploration of her identity, and Shiloh became a symbol of self-expression and breaking away from gender norms.

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