Ladies, what do you think of a man in a vintage, well worn Levi's denim shirt. Is it cool to wear or is it past its due and dated?

Hi Ladies. Am about done cleaning my closet and I have an old Levi's denim chambray western shirt that is starting to get real ragged faded and worn. I am on the fence whether to keep it or let her go. I don't want to look too casual by wearing a shirt that is too ragged. I've seen these around mostly worn by women. Are they too trendy, too dated too casual? I hope to get some great advice by you sasion forwars women on this old friend of mine.
Thanks

Updates:
My Avtar is the famous shirt in question. Sorry, unsure on posting a picture.

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