It's odd, in the past couple of months I haven't had Gale ask me once for a magic item. Not sure if this is related but I also haven't been able to romance him. During the party after killing the goblins he'll mention "you gave me magic items when I needed it", even though I didn't and then want to talk the night after. I had "Exceptional" relationship with him, so it's not like he thought I was a jerk. At any rate, at no point did he ever ask for a magic item, even though I had the sword of Tyr, the iron flask and the amulet of Selune. I gave the Necromancy of Thay to him, but that was to read and it's still in my inventory.
Is his need for magic items tied to the tadpole? I tend to use the tadpole a lot, so maybe his need is suppressed? Does he need to die once (and go through the true resurrection scroll bit)?