Usually people are pretty helpful with this sort of thing. Perhaps consider joining a guild, that way you can have some steady contact with the person helping to transfer.
I had someone recently just randomly come up to me in EC tunnel, hand me a Robe of the Oracle, and ask me to transfer it. Never talked to the person in my life. But I guess my dwarf has an honest face. He logged back on and I gave him the robe, no other words exchanged.
Of course back in the day on live around 2002/03, I gave a friend the gear from my ranger since I wasn't playing anymore. He tried to ground transfer the stuff to another character, and proceeded to lose all of it lol. It was an Iksar ceremonial breastplate, two lamentations, and quite a bit of other fairly high end gear. So be warned!
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