diff --git a/tests/regression/apparmor/Makefile b/tests/regression/apparmor/Makefile
index f39806ecd..2bf3ba9ee 100644
--- a/tests/regression/apparmor/Makefile
+++ b/tests/regression/apparmor/Makefile
@@ -267,6 +267,7 @@ TESTS=aa_exec \
       exec_qual \
       fchdir \
       fd_inheritance \
+      file_unbindable_mount \
       fork \
       i18n \
       link \
diff --git a/tests/regression/apparmor/file_unbindable_mount.sh b/tests/regression/apparmor/file_unbindable_mount.sh
new file mode 100644
index 000000000..96c0cbc4c
--- /dev/null
+++ b/tests/regression/apparmor/file_unbindable_mount.sh
@@ -0,0 +1,45 @@
+#! /bin/bash
+#	Copyright (C) 2024 Canonical, Ltd.
+#
+#	This program is free software; you can redistribute it and/or
+#	modify it under the terms of the GNU General Public License as
+#	published by the Free Software Foundation, version 2 of the
+#	License.
+
+#=NAME file_unbindable_mount
+#=DESCRIPTION
+# Verifies that file rules work across unbindable mounts
+#=END
+
+pwd=$(dirname "$0")
+pwd=$(cd "$pwd" || exit ; /bin/pwd)
+
+bin=$pwd
+
+. "$bin/prologue.inc"
+
+backing_file="$tmpdir/loop_file"
+mount_target="$tmpdir/mount_target"
+
+mkdir "${mount_target}"
+fallocate -l 512K "${backing_file}"
+mkfs.fat -F 32 "${backing_file}" > /dev/null 2> /dev/null
+
+losetup -f "${backing_file}" || fatalerror 'Unable to set up a loop device'
+loop_device="$(/sbin/losetup -n -O NAME -l -j "${backing_file}")"
+
+mount --make-unbindable "${loop_device}" "${mount_target}"
+fallocate -l 16K "${mount_target}/a_file"
+# echo is also a builtin, making things a bit more complicated
+cp "$(type -P echo)" "${mount_target}/echo"
+
+settest file_unbindable_mount "${bin}/complain"
+
+genprofile "${mount_target}/a_file:r" "${mount_target}/echo:ix"
+runchecktest "Read file in unbindable mount" pass read "${mount_target}/a_file"
+runchecktest "Exec in unbindable mount" pass exec "${mount_target}/echo" PASS
+
+umount "${loop_device}"
+
+losetup -d "${loop_device}"
+rm "${backing_file}"
diff --git a/tests/regression/apparmor/task.yaml b/tests/regression/apparmor/task.yaml
index e73cd8a83..aaa50527f 100644
--- a/tests/regression/apparmor/task.yaml
+++ b/tests/regression/apparmor/task.yaml
@@ -27,6 +27,7 @@ environment:
     TEST/exec_stack: 1
     TEST/fchdir: 1
     TEST/fd_inheritance: 1
+    TEST/file_unbindable_mount: 1
     TEST/fork: 1
     TEST/i18n: 1
     TEST/introspect: 1