diff --git a/docs/framework_commands.rst b/docs/framework_commands.rst
index 8a7ae7716..6b6a1f861 100644
--- a/docs/framework_commands.rst
+++ b/docs/framework_commands.rst
@@ -40,11 +40,14 @@ extend functionalities used throughout the bot, as outlined below.
 
 .. automodule:: redbot.core.commands.converter
     :members:
-    :exclude-members: convert
+    :exclude-members: UserInputOptional, convert
     :no-undoc-members:
 
     .. autoclass:: APIToken
 
+    .. autodata:: UserInputOptional
+        :annotation:
+
 ******************
 Help Functionality
 ******************
diff --git a/redbot/cogs/audio/core/commands/player.py b/redbot/cogs/audio/core/commands/player.py
index 89b67e325..4b986ed2a 100644
--- a/redbot/cogs/audio/core/commands/player.py
+++ b/redbot/cogs/audio/core/commands/player.py
@@ -10,6 +10,7 @@ from discord.embeds import EmptyEmbed
 from redbot.core.utils import AsyncIter
 
 from redbot.core import commands
+from redbot.core.commands import UserInputOptional
 from redbot.core.utils.menus import DEFAULT_CONTROLS, close_menu, menu, next_page, prev_page
 
 from ...audio_dataclasses import _PARTIALLY_SUPPORTED_MUSIC_EXT, Query
@@ -122,7 +123,7 @@ class PlayerCommands(MixinMeta, metaclass=CompositeMetaClass):
     @commands.guild_only()
     @commands.bot_has_permissions(embed_links=True)
     async def command_bumpplay(
-        self, ctx: commands.Context, play_now: Optional[bool] = False, *, query: str
+        self, ctx: commands.Context, play_now: UserInputOptional[bool] = False, *, query: str
     ):
         """Force play a URL or search for a track."""
         query = Query.process_input(query, self.local_folder_current_path)
diff --git a/redbot/cogs/audio/core/commands/playlists.py b/redbot/cogs/audio/core/commands/playlists.py
index cb0ae37fa..fb742fa8a 100644
--- a/redbot/cogs/audio/core/commands/playlists.py
+++ b/redbot/cogs/audio/core/commands/playlists.py
@@ -12,6 +12,7 @@ import lavalink
 from redbot.core.utils import AsyncIter
 
 from redbot.core import commands
+from redbot.core.commands import UserInputOptional
 from redbot.core.data_manager import cog_data_path
 from redbot.core.utils.chat_formatting import bold, pagify
 from redbot.core.utils.menus import DEFAULT_CONTROLS, menu
@@ -636,7 +637,7 @@ class PlaylistCommands(MixinMeta, metaclass=CompositeMetaClass):
         self,
         ctx: commands.Context,
         playlist_matches: PlaylistConverter,
-        v2: Optional[bool] = False,
+        v2: UserInputOptional[bool] = False,
         *,
         scope_data: ScopeParser = None,
     ):
diff --git a/redbot/cogs/image/image.py b/redbot/cogs/image/image.py
index c5918b273..87aa23d49 100644
--- a/redbot/cogs/image/image.py
+++ b/redbot/cogs/image/image.py
@@ -5,6 +5,7 @@ import aiohttp
 
 from redbot.core.i18n import Translator, cog_i18n
 from redbot.core import checks, Config, commands
+from redbot.core.commands import UserInputOptional
 
 _ = Translator("Image", __file__)
 
@@ -47,7 +48,7 @@ class Image(commands.Cog):
         pass
 
     @_imgur.command(name="search")
-    async def imgur_search(self, ctx, count: Optional[int] = 1, *, term: str):
+    async def imgur_search(self, ctx, count: UserInputOptional[int] = 1, *, term: str):
         """Search Imgur for the specified term.
 
         Use `count` to choose how many images should be returned.
diff --git a/redbot/cogs/mod/kickban.py b/redbot/cogs/mod/kickban.py
index 53221478f..cfb7be308 100644
--- a/redbot/cogs/mod/kickban.py
+++ b/redbot/cogs/mod/kickban.py
@@ -6,6 +6,7 @@ from typing import Optional, Union
 
 import discord
 from redbot.core import commands, i18n, checks, modlog
+from redbot.core.commands import UserInputOptional
 from redbot.core.utils import AsyncIter
 from redbot.core.utils.chat_formatting import pagify, humanize_number, bold, humanize_list
 from redbot.core.utils.mod import is_allowed_by_hierarchy, get_audit_reason
@@ -427,7 +428,7 @@ class KickBanMixin(MixinMeta):
         self,
         ctx: commands.Context,
         user: discord.Member,
-        duration: Optional[commands.TimedeltaConverter] = timedelta(days=1),
+        duration: UserInputOptional[commands.TimedeltaConverter] = timedelta(days=1),
         days: Optional[int] = None,
         *,
         reason: str = None,
diff --git a/redbot/cogs/warnings/warnings.py b/redbot/cogs/warnings/warnings.py
index a64a4913e..9e73692ba 100644
--- a/redbot/cogs/warnings/warnings.py
+++ b/redbot/cogs/warnings/warnings.py
@@ -14,6 +14,7 @@ from redbot.cogs.warnings.helpers import (
 )
 from redbot.core import Config, checks, commands, modlog
 from redbot.core.bot import Red
+from redbot.core.commands import UserInputOptional
 from redbot.core.i18n import Translator, cog_i18n
 from redbot.core.utils import AsyncIter
 from redbot.core.utils.chat_formatting import warning, pagify
@@ -364,7 +365,7 @@ class Warnings(commands.Cog):
         self,
         ctx: commands.Context,
         user: discord.Member,
-        points: Optional[int] = 1,
+        points: UserInputOptional[int] = 1,
         *,
         reason: str,
     ):
diff --git a/redbot/core/commands/converter.py b/redbot/core/commands/converter.py
index a9b8e2950..2ad94e678 100644
--- a/redbot/core/commands/converter.py
+++ b/redbot/core/commands/converter.py
@@ -6,7 +6,6 @@ This module contains useful functions and classes for command argument conversio
 Some of the converters within are included provisionaly and are marked as such.
 """
 import functools
-import os
 import re
 import warnings
 from datetime import timedelta
@@ -22,6 +21,7 @@ from typing import (
     TypeVar,
     Literal as Literal,
     Any,
+    Union as UserInputOptional,
 )
 
 import discord
@@ -387,9 +387,6 @@ if not TYPE_CHECKING:
         This can be used instead of `typing.Optional`
         to avoid discord.py special casing the conversion behavior.
 
-        .. warning::
-            This converter class is still provisional.
-
         .. seealso::
             The `ignore_optional_for_conversion` option of commands.
         """
@@ -400,34 +397,18 @@ if not TYPE_CHECKING:
             return key
 
 
-_T_OPT = TypeVar("_T_OPT", bound=Type)
+_T = TypeVar("_T")
 
-if TYPE_CHECKING or os.getenv("BUILDING_DOCS", False):
-
-    class UserInputOptional(Generic[_T_OPT]):
-        """
-        This can be used when user input should be converted as discord.py
-        treats `typing.Optional`, but the type should not be equivalent to
-        ``typing.Union[DesiredType, None]`` for type checking.
-
-
-        .. warning::
-            This converter class is still provisional.
-
-            This class may not play well with mypy yet
-            and may still require you guard this in a
-            type checking conditional import vs the desired types
-
-            We're aware and looking into improving this.
-        """
-
-        def __class_getitem__(cls, key: _T_OPT) -> _T_OPT:
-            if isinstance(key, tuple):
-                raise TypeError("Must only provide a single type to Optional")
-            return key
-
-
-else:
+if not TYPE_CHECKING:
+    #: This can be used when user input should be converted as discord.py
+    #: treats `typing.Optional`, but the type should not be equivalent to
+    #: ``typing.Union[DesiredType, None]`` for type checking.
+    #:
+    #: Note: In type checking context, this type hint can be passed
+    #: multiple types, but such usage is not supported and will fail at runtime
+    #:
+    #: .. warning::
+    #:    This converter class is still provisional.
     UserInputOptional = Optional