Tom llevaba puesto una capucha.


Tom was wearing a hood.

I thought puesto should concord with the item or items being worn, so here it should be “puesta”. :thinking:

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I didn’t know the answer to this one so I looked at a few examples on Reverso which confirmed your suspicions. For example,

La única cosa vieja que llevaba puesta era su chaqueta. - The only thing old that he was wearing was his jacket.

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