diff --git a/changelog/1431.feature.rst b/changelog/1431.feature.rst
new file mode 100644
index 0000000000..3a2b130ef5
--- /dev/null
+++ b/changelog/1431.feature.rst
@@ -0,0 +1 @@
+|commands| Support :data:`typing.Annotated` for specifying converters in prefix commands in a more type-safe way. See :ref:`Special Converters <ext_commands_converters_annotated>` for details.
diff --git a/disnake/ext/commands/params.py b/disnake/ext/commands/params.py
index 014b3bb010..e2cdd2de8d 100644
--- a/disnake/ext/commands/params.py
+++ b/disnake/ext/commands/params.py
@@ -369,7 +369,7 @@ def __or__(self, other):
 
 if TYPE_CHECKING:
     # aliased import since mypy doesn't understand `Range = Annotated`
-    from typing_extensions import Annotated as Range, Annotated as String
+    from typing import Annotated as Range, Annotated as String
 else:
 
     @dataclass(frozen=True, repr=False)
diff --git a/disnake/utils.py b/disnake/utils.py
index c2d15ce209..0558d4944a 100644
--- a/disnake/utils.py
+++ b/disnake/utils.py
@@ -21,6 +21,7 @@
 from operator import attrgetter
 from typing import (
     TYPE_CHECKING,
+    Annotated,
     Any,
     AsyncIterator,
     Awaitable,
@@ -1212,9 +1213,14 @@ def evaluate_annotation(
         cache[tp] = evaluated
         return evaluated
 
+    # Annotated[X, Y], where Y is the converter we need
+    if get_origin(tp) is Annotated:
+        return evaluate_annotation(tp.__metadata__[0], globals, locals, cache)
+
     # GenericAlias / UnionType
     if hasattr(tp, "__args__"):
         if not hasattr(tp, "__origin__"):
+            # n.b. this became obsolete in Python 3.14+, as `UnionType` and `Union` are the same thing now.
             if tp.__class__ is UnionType:
                 converted = Union[tp.__args__]
                 return evaluate_annotation(converted, globals, locals, cache)
diff --git a/docs/ext/commands/commands.rst b/docs/ext/commands/commands.rst
index b78934d04e..dfc88ce928 100644
--- a/docs/ext/commands/commands.rst
+++ b/docs/ext/commands/commands.rst
@@ -356,6 +356,8 @@ This can get tedious, so an inline advanced converter is possible through a :fun
         else:
             await ctx.send("Hm you're not so new.")
 
+.. _ext_commands_discord_converters:
+
 Discord Converters
 ++++++++++++++++++
 
@@ -552,6 +554,34 @@ The ``buy_sell`` parameter must be either the literal string ``"buy"`` or ``"sel
 
 Note that ``typing.Literal[True]`` and ``typing.Literal[False]`` still follow the :class:`bool` converter rules.
 
+.. _ext_commands_converters_annotated:
+
+typing.Annotated
+^^^^^^^^^^^^^^^^
+
+.. versionadded:: |vnext|
+
+With :data:`typing.Annotated`, you can use converters in a more type-safe way.
+Taking the example from :ref:`ext_commands_basic_converters` above, ``content`` is annotated
+as ``to_upper`` (i.e. a converter function), while it would naturally be a :class:`str` at runtime;
+this will likely trip up type-checkers such as pyright/mypy.
+
+To avoid this, you can use :data:`typing.Annotated`, such that type-checkers consider the parameter
+a :class:`str` while disnake will use the converter passed as the second argument to :data:`~typing.Annotated` at runtime:
+
+.. code-block:: python3
+
+    from typing import Annotated
+
+    def to_upper(argument: str):
+        return argument.upper()
+
+    @bot.command()
+    async def up(ctx, *, content: Annotated[str, to_upper]):
+        await ctx.send(content)
+
+This works with all types of converters mentioned on this page.
+
 Greedy
 ^^^^^^
 
diff --git a/docs/ext/commands/slash_commands.rst b/docs/ext/commands/slash_commands.rst
index 0b878aa30d..626231a7eb 100644
--- a/docs/ext/commands/slash_commands.rst
+++ b/docs/ext/commands/slash_commands.rst
@@ -138,7 +138,7 @@ Discord itself supports only a few built-in types which are guaranteed to be enf
 - :class:`disnake.Attachment`
 - :class:`disnake.abc.Snowflake`\*\*\*
 
-All the other types may be converted implicitly, similarly to :ref:`ext_commands_basic_converters`
+Other types may be converted implicitly, using the builtin :ref:`ext_commands_discord_converters`:
 
 .. code-block:: python3
 
diff --git a/tests/test_utils.py b/tests/test_utils.py
index fcc1ed60e8..556ad4b955 100644
--- a/tests/test_utils.py
+++ b/tests/test_utils.py
@@ -11,6 +11,7 @@
 from datetime import timedelta, timezone
 from typing import (
     TYPE_CHECKING,
+    Annotated,
     Any,
     Callable,
     Dict,
@@ -791,6 +792,8 @@ def test_normalise_optional_params(params, expected) -> None:
         # forward refs
         ("bool", bool, True),
         ("Tuple[dict, List[Literal[42, 99]]]", Tuple[dict, List[Literal[42, 99]]], True),
+        # Annotated[X, Y] -> Y
+        (Annotated[str, str.casefold], str.casefold, False),
         # 3.10 union syntax
         pytest.param(
             "int | float",