diff --git a/redbot/core/bot.py b/redbot/core/bot.py
index 52ff9536c..61dc118ce 100644
--- a/redbot/core/bot.py
+++ b/redbot/core/bot.py
@@ -2487,7 +2487,8 @@ class Red(
             ret.append(msg)
             n_remaining = len(messages) - idx
             files_perm = (
-                not channel.guild or channel.permissions_for(channel.guild.me).attach_files
+                isinstance(channel, discord.abc.User)
+                or channel.permissions_for(channel.guild.me).attach_files
             )
             options = ("more", "file") if files_perm else ("more",)
             if n_remaining > 0: