Does the kabblah talk about the Tallit?
And maybe give us a deeper meaning behind wearing it?
Is there a sermon on this topic someone would recommend? Or Book?
In english(not hebrew,since I can't speak hebrew or read hebrew)
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The late Rabbi Aryeh Kaplan wrote about Kabbalah in very accessible English.
He has a book called Tzitzith: A Thread of Light. I'd strongly recommend you start there.