Standing on top of a ladder with cow two blocks above me, I can milk it using a stack of buckets. The buckets fill up as expected and are put in new slots but as soon as I move or click on one of the buckets they all empty out and stack up again. You have to stand on top of the ladder, and not hang onto it.
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I suspect the client thinks you can milk through ladders and the server does not, meaning this might relate to MC-79925.
Dupe of MC-107103
This ticket has been marked as a duplicate of MC-107103, in favor of the more general or better information provided.
So I believe the interpretation here is that the client sees the milk bucket filling, but the server does not. This may even have the same root cause of bug MC-12363