There is a trans support org in my city that takes clothes donations.
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I sometimes straight up ask someone who is homeless and looks like my size if they want whichever particular item, especially if it is comfortable or will keep them warm.
Takes a bit longer but I'm sure they appreciate it more.
My go to lately has been domestic violence shelters.
My local food pantry takes pretty much anything a person could find useful (backpacks, clothes, shoes, etc). Try seeing if there's any local outreach/resource organizations in your area.
Find your nearest trans friend and ask if they know anyone who wants clothes