That was added back in 2013 commit 2af652e1b8
and I'm a bit unclear about the reasons.
It seemed that, at the time, receive.denyNonFastforwards=true, which is
the default in a repo created by git init --shared --bare (but not
without --shared), which the assistant did, caused problems syncing.
But even at the time the bug report showed an error message clearly
explaining that it was a non-fast-forward push being denied.
I tried it with the current version, and since git-annex sync pulls
from the bare repo and merges, it pushes a fast-forward. So there's no
failure to push. (There could be one if another push happened after the
pull, but you'd want it to fail then presumably.)
I'm not 100% sure what changed to make it not be a problem, but I know
I've seen this message in many circumstances and I can't ever recall it
having anything to do with any issue that prevented a push.
Based on doc/forum/non_fast_forward_error_with_git_annex_sync.mdwn,
which showed the problem when syncing from a direct mode repo,
and on doc/forum/receiving_indirect_renames_on_direct_repo___63__/comment_3_0246fff6c7c75f6be45bd257ec3872a5._comment
which seems to show the problem was actually a problem pulling,
I think there's a good chance that the problem actually involved direct
mode.
git-annex allows managing files with git, without checking the file
contents into git. While that may seem paradoxical, it is useful when
dealing with files larger than git can currently easily handle, whether due
to limitations in memory, checksumming time, or disk space.
For documentation, see doc/ or <https://git-annex.branchable.com/>