Thanks for the help, mdchachi and Michael2.
An American person says:
Number 1 is correct, but sounds like an unusual scenario.
I would use it if she was unhappy with her wardrobe and trying to
coordinate an outfit that worked, with no success, so then "she tried
wearing the hat" (knowing that it fit her already) to see if it improved
her outfit.
If she didn't already know if the hat fit her, we would say "She tried the hat on."
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What do you think about his opinion?