One thing is to use mortar that has the right type of consistency. I just recommended a range of products that I believe would fit in both horizontally and upside-down in another thread. (https://www.byggahus.se/forum/fonst...gammalt-fult-valv.html?perpage=15#post2242140) I think one of them will be helpful. Another thing is the approach. The trowel is good in these situations, and using reasonably high pressure when pressing mortar into nooks and crannies is important so that it doesn't fall down. Additionally, this should probably be done in stages and allow the mortar to cure until the next day before the next stage, as the mortar can come loose if pressed in when it has begun to cure.
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