stefanrusek
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I'm on mac and I have noticed this happening as well.
This is still happening in 1.19 final. Here is a video demonstrating the problem along with a super PITA workaround.
This should be reopened. I really doubt this is intentional but rather that it is hard. But just because it is hard doesn't mean it shouldn't be done. Ridable entities go through portals, other entities go through ports, but from a game play perspective there is no reason an entity with a rider shouldn't be able to also go through a portal.