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Same issue happens to me. This also applies to the void bag portal where I sometimes have to summon it and the piggy 4 or 5 times. From my experience they work best if you summon them on completely flat terrain and using the smart cursor

Currently I have use item bound to Y and the auto select to R+Y. Sometimes it decides to use the auto select item just fine like this but occasionally there seems to be a conflict where the game no longer registers that I actually want to use the item/tool while pressing or holding R+Y...