diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index b9e37e5fe..4245641ba 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -19,8 +19,10 @@ repos:
   hooks:
   - id: check-added-large-files
   - id: check-case-conflict
+  - id: check-docstring-first
   - id: check-merge-conflict
   - id: check-symlinks
+  - id: check-toml
   - id: check-yaml
   - id: debug-statements
   - id: end-of-file-fixer
@@ -42,12 +44,16 @@ repos:
 
 # Black, the code formatter, natively supports pre-commit
 - repo: https://github.com/psf/black
-  rev: 21.9b0
+  rev: 21.9b0 # Keep in sync with blacken-docs
   hooks:
   - id: black
-    # By default, this ignores pyi files, though black supports them
-    types: [text]
-    files: \.pyi?$
+
+- repo: https://github.com/asottile/blacken-docs
+  rev: v1.11.0
+  hooks:
+  - id: blacken-docs
+    additional_dependencies:
+    - black==21.9b0 # keep in sync with black hook
 
 # Changes tabs to spaces
 - repo: https://github.com/Lucas-C/pre-commit-hooks
@@ -55,6 +61,12 @@ repos:
   hooks:
   - id: remove-tabs
 
+# Autoremoves unused imports
+- repo: https://github.com/hadialqattan/pycln
+  rev: v1.0.3
+  hooks:
+  - id: pycln
+
 # Flake8 also supports pre-commit natively (same author)
 - repo: https://github.com/PyCQA/flake8
   rev: 3.9.2
@@ -86,7 +98,7 @@ repos:
 
 # Checks the manifest for missing files (native support)
 - repo: https://github.com/mgedmin/check-manifest
-  rev: "0.46"
+  rev: "0.47"
   hooks:
   - id: check-manifest
     # This is a slow hook, so only run this if --hook-stage manual is passed
@@ -100,10 +112,10 @@ repos:
     exclude: ".supp$"
     args: ["-L", "nd,ot,thist"]
 
--   repo: https://github.com/shellcheck-py/shellcheck-py
-    rev: v0.7.2.1
-    hooks:
-    -   id: shellcheck
+- repo: https://github.com/shellcheck-py/shellcheck-py
+  rev: v0.7.2.1
+  hooks:
+  - id: shellcheck
 
 # The original pybind11 checks for a few C++ style items
 - repo: local
diff --git a/docs/advanced/cast/custom.rst b/docs/advanced/cast/custom.rst
index a779444c2..19b935347 100644
--- a/docs/advanced/cast/custom.rst
+++ b/docs/advanced/cast/custom.rst
@@ -26,7 +26,9 @@ The following Python snippet demonstrates the intended usage from the Python sid
         def __int__(self):
             return 123
 
+
     from example import print
+
     print(A())
 
 To register the necessary conversion routines, it is necessary to add an
diff --git a/docs/advanced/cast/eigen.rst b/docs/advanced/cast/eigen.rst
index e01472d5a..80f101343 100644
--- a/docs/advanced/cast/eigen.rst
+++ b/docs/advanced/cast/eigen.rst
@@ -112,7 +112,7 @@ example:
 .. code-block:: python
 
     a = MyClass()
-    m = a.get_matrix()   # flags.writeable = True,  flags.owndata = False
+    m = a.get_matrix()  # flags.writeable = True,  flags.owndata = False
     v = a.view_matrix()  # flags.writeable = False, flags.owndata = False
     c = a.copy_matrix()  # flags.writeable = True,  flags.owndata = True
     # m[5,6] and v[5,6] refer to the same element, c[5,6] does not.
@@ -203,7 +203,7 @@ adding the ``order='F'`` option when creating an array:
 
 .. code-block:: python
 
-    myarray = np.array(source, order='F')
+    myarray = np.array(source, order="F")
 
 Such an object will be passable to a bound function accepting an
 ``Eigen::Ref<MatrixXd>`` (or similar column-major Eigen type).
diff --git a/docs/advanced/cast/strings.rst b/docs/advanced/cast/strings.rst
index e25701eca..cfd7e7b7a 100644
--- a/docs/advanced/cast/strings.rst
+++ b/docs/advanced/cast/strings.rst
@@ -36,13 +36,13 @@ everywhere <http://utf8everywhere.org/>`_.
         }
     );
 
-.. code-block:: python
+.. code-block:: pycon
 
-    >>> utf8_test('🎂')
+    >>> utf8_test("🎂")
     utf-8 is icing on the cake.
     🎂
 
-    >>> utf8_charptr('🍕')
+    >>> utf8_charptr("🍕")
     My favorite food is
     🍕
 
@@ -80,7 +80,7 @@ raise a ``UnicodeDecodeError``.
         }
     );
 
-.. code-block:: python
+.. code-block:: pycon
 
     >>> isinstance(example.std_string_return(), str)
     True
@@ -114,7 +114,7 @@ conversion has the same overhead as implicit conversion.
         }
     );
 
-.. code-block:: python
+.. code-block:: pycon
 
     >>> str_output()
     'Send your résumé to Alice in HR'
@@ -143,7 +143,7 @@ returned to Python as ``bytes``, then one can return the data as a
         }
     );
 
-.. code-block:: python
+.. code-block:: pycon
 
     >>> example.return_bytes()
     b'\xba\xd0\xba\xd0'
@@ -160,7 +160,7 @@ encoding, but cannot convert ``std::string`` back to ``bytes`` implicitly.
         }
     );
 
-.. code-block:: python
+.. code-block:: pycon
 
     >>> isinstance(example.asymmetry(b"have some bytes"), str)
     True
@@ -229,16 +229,16 @@ character.
     m.def("pass_char", [](char c) { return c; });
     m.def("pass_wchar", [](wchar_t w) { return w; });
 
-.. code-block:: python
+.. code-block:: pycon
 
-    >>> example.pass_char('A')
+    >>> example.pass_char("A")
     'A'
 
 While C++ will cast integers to character types (``char c = 0x65;``), pybind11
 does not convert Python integers to characters implicitly. The Python function
 ``chr()`` can be used to convert integers to characters.
 
-.. code-block:: python
+.. code-block:: pycon
 
     >>> example.pass_char(0x65)
     TypeError
@@ -259,17 +259,17 @@ a combining acute accent). The combining character will be lost if the
 two-character sequence is passed as an argument, even though it renders as a
 single grapheme.
 
-.. code-block:: python
+.. code-block:: pycon
 
-    >>> example.pass_wchar('é')
+    >>> example.pass_wchar("é")
     'é'
 
-    >>> combining_e_acute = 'e' + '\u0301'
+    >>> combining_e_acute = "e" + "\u0301"
 
     >>> combining_e_acute
     'é'
 
-    >>> combining_e_acute == 'é'
+    >>> combining_e_acute == "é"
     False
 
     >>> example.pass_wchar(combining_e_acute)
@@ -278,9 +278,9 @@ single grapheme.
 Normalizing combining characters before passing the character literal to C++
 may resolve *some* of these issues:
 
-.. code-block:: python
+.. code-block:: pycon
 
-    >>> example.pass_wchar(unicodedata.normalize('NFC', combining_e_acute))
+    >>> example.pass_wchar(unicodedata.normalize("NFC", combining_e_acute))
     'é'
 
 In some languages (Thai for example), there are `graphemes that cannot be
diff --git a/docs/advanced/classes.rst b/docs/advanced/classes.rst
index 9d1b1f0d9..7f8fcdf4b 100644
--- a/docs/advanced/classes.rst
+++ b/docs/advanced/classes.rst
@@ -136,7 +136,7 @@ a virtual method call.
     u'woof! woof! woof! '
     >>> class Cat(Animal):
     ...     def go(self, n_times):
-    ...             return "meow! " * n_times
+    ...         return "meow! " * n_times
     ...
     >>> c = Cat()
     >>> call_go(c)
@@ -159,8 +159,9 @@ Here is an example:
 
     class Dachshund(Dog):
         def __init__(self, name):
-            Dog.__init__(self) # Without this, a TypeError is raised.
+            Dog.__init__(self)  # Without this, a TypeError is raised.
             self.name = name
+
         def bark(self):
             return "yap!"
 
@@ -1153,6 +1154,7 @@ error:
 
     >>> class PyFinalChild(IsFinal):
     ...     pass
+    ...
     TypeError: type 'IsFinal' is not an acceptable base type
 
 .. note:: This attribute is currently ignored on PyPy
@@ -1247,7 +1249,7 @@ Accessing the type object
 
 You can get the type object from a C++ class that has already been registered using:
 
-.. code-block:: python
+.. code-block:: cpp
 
     py::type T_py = py::type::of<T>();
 
diff --git a/docs/advanced/embedding.rst b/docs/advanced/embedding.rst
index dfdaad2d7..a435b8a75 100644
--- a/docs/advanced/embedding.rst
+++ b/docs/advanced/embedding.rst
@@ -122,6 +122,7 @@ embedding the interpreter. This makes it easy to import local Python files:
 
     """calc.py located in the working directory"""
 
+
     def add(i, j):
         return i + j
 
diff --git a/docs/advanced/functions.rst b/docs/advanced/functions.rst
index a537cb65e..1178d0726 100644
--- a/docs/advanced/functions.rst
+++ b/docs/advanced/functions.rst
@@ -272,7 +272,7 @@ And used in Python as usual:
 
 .. code-block:: pycon
 
-    >>> print_dict({'foo': 123, 'bar': 'hello'})
+    >>> print_dict({"foo": 123, "bar": "hello"})
     key=foo, value=123
     key=bar, value=hello
 
@@ -377,10 +377,11 @@ argument in a function definition:
     def f(a, *, b):  # a can be positional or via keyword; b must be via keyword
         pass
 
+
     f(a=1, b=2)  # good
     f(b=2, a=1)  # good
-    f(1, b=2)    # good
-    f(1, 2)      # TypeError: f() takes 1 positional argument but 2 were given
+    f(1, b=2)  # good
+    f(1, 2)  # TypeError: f() takes 1 positional argument but 2 were given
 
 Pybind11 provides a ``py::kw_only`` object that allows you to implement
 the same behaviour by specifying the object between positional and keyword-only
diff --git a/docs/advanced/pycpp/numpy.rst b/docs/advanced/pycpp/numpy.rst
index cae068e91..30daeefff 100644
--- a/docs/advanced/pycpp/numpy.rst
+++ b/docs/advanced/pycpp/numpy.rst
@@ -258,8 +258,8 @@ by the compiler. The result is returned as a NumPy array of type
 
 .. code-block:: pycon
 
-    >>> x = np.array([[1, 3],[5, 7]])
-    >>> y = np.array([[2, 4],[6, 8]])
+    >>> x = np.array([[1, 3], [5, 7]])
+    >>> y = np.array([[2, 4], [6, 8]])
     >>> z = 3
     >>> result = vectorized_func(x, y, z)
 
@@ -403,7 +403,7 @@ In Python 2, the syntactic sugar ``...`` is not available, but the singleton
 
 .. code-block:: python
 
-   a = # a NumPy array
+   a = ...  # a NumPy array
    b = a[0, ..., 0]
 
 The function ``py::ellipsis()`` function can be used to perform the same
diff --git a/docs/advanced/pycpp/object.rst b/docs/advanced/pycpp/object.rst
index 6fa8d0708..8bffb83e1 100644
--- a/docs/advanced/pycpp/object.rst
+++ b/docs/advanced/pycpp/object.rst
@@ -173,6 +173,7 @@ Keyword arguments are also supported. In Python, there is the usual call syntax:
     def f(number, say, to):
         ...  # function code
 
+
     f(1234, say="hello", to=some_instance)  # keyword call in Python
 
 In C++, the same call can be made using:
diff --git a/docs/advanced/pycpp/utilities.rst b/docs/advanced/pycpp/utilities.rst
index 30429e84d..bf90a62f8 100644
--- a/docs/advanced/pycpp/utilities.rst
+++ b/docs/advanced/pycpp/utilities.rst
@@ -66,7 +66,7 @@ extra type, `py::scoped_estream_redirect <scoped_estream_redirect>`, is identica
 except for defaulting to ``std::cerr`` and ``sys.stderr``; this can be useful with
 `py::call_guard`, which allows multiple items, but uses the default constructor:
 
-.. code-block:: py
+.. code-block:: cpp
 
     // Alternative: Call single function using call guard
     m.def("noisy_func", &call_noisy_function,
diff --git a/docs/advanced/smart_ptrs.rst b/docs/advanced/smart_ptrs.rst
index da57748ca..5a2220109 100644
--- a/docs/advanced/smart_ptrs.rst
+++ b/docs/advanced/smart_ptrs.rst
@@ -77,6 +77,7 @@ segmentation fault).
 .. code-block:: python
 
    from example import Parent
+
    print(Parent().get_child())
 
 The problem is that ``Parent::get_child()`` returns a pointer to an instance of
diff --git a/docs/benchmark.py b/docs/benchmark.py
index 369470c81..f19079367 100644
--- a/docs/benchmark.py
+++ b/docs/benchmark.py
@@ -2,7 +2,6 @@
 import datetime as dt
 import os
 import random
-import time
 
 nfns = 4  # Functions per class
 nargs = 4  # Arguments per function
diff --git a/docs/changelog.rst b/docs/changelog.rst
index 8b9690caa..6bdf6a6e4 100644
--- a/docs/changelog.rst
+++ b/docs/changelog.rst
@@ -1142,6 +1142,7 @@ v2.2.0 (August 31, 2017)
 
       from cpp_module import CppBase1, CppBase2
 
+
       class PyDerived(CppBase1, CppBase2):
           def __init__(self):
               CppBase1.__init__(self)  # C++ bases must be initialized explicitly
diff --git a/docs/classes.rst b/docs/classes.rst
index f3610ef36..a4463e417 100644
--- a/docs/classes.rst
+++ b/docs/classes.rst
@@ -44,12 +44,12 @@ interactive Python session demonstrating this example is shown below:
 
     % python
     >>> import example
-    >>> p = example.Pet('Molly')
+    >>> p = example.Pet("Molly")
     >>> print(p)
     <example.Pet object at 0x10cd98060>
     >>> p.getName()
     u'Molly'
-    >>> p.setName('Charly')
+    >>> p.setName("Charly")
     >>> p.getName()
     u'Charly'
 
@@ -122,10 +122,10 @@ This makes it possible to write
 
 .. code-block:: pycon
 
-    >>> p = example.Pet('Molly')
+    >>> p = example.Pet("Molly")
     >>> p.name
     u'Molly'
-    >>> p.name = 'Charly'
+    >>> p.name = "Charly"
     >>> p.name
     u'Charly'
 
@@ -174,10 +174,10 @@ Native Python classes can pick up new attributes dynamically:
 .. code-block:: pycon
 
     >>> class Pet:
-    ...     name = 'Molly'
+    ...     name = "Molly"
     ...
     >>> p = Pet()
-    >>> p.name = 'Charly'  # overwrite existing
+    >>> p.name = "Charly"  # overwrite existing
     >>> p.age = 2  # dynamically add a new attribute
 
 By default, classes exported from C++ do not support this and the only writable
@@ -195,7 +195,7 @@ Trying to set any other attribute results in an error:
 .. code-block:: pycon
 
     >>> p = example.Pet()
-    >>> p.name = 'Charly'  # OK, attribute defined in C++
+    >>> p.name = "Charly"  # OK, attribute defined in C++
     >>> p.age = 2  # fail
     AttributeError: 'Pet' object has no attribute 'age'
 
@@ -213,7 +213,7 @@ Now everything works as expected:
 .. code-block:: pycon
 
     >>> p = example.Pet()
-    >>> p.name = 'Charly'  # OK, overwrite value in C++
+    >>> p.name = "Charly"  # OK, overwrite value in C++
     >>> p.age = 2  # OK, dynamically add a new attribute
     >>> p.__dict__  # just like a native Python class
     {'age': 2}
@@ -280,7 +280,7 @@ expose fields and methods of both types:
 
 .. code-block:: pycon
 
-    >>> p = example.Dog('Molly')
+    >>> p = example.Dog("Molly")
     >>> p.name
     u'Molly'
     >>> p.bark()
@@ -486,7 +486,7 @@ typed enums.
 
 .. code-block:: pycon
 
-    >>> p = Pet('Lucy', Pet.Cat)
+    >>> p = Pet("Lucy", Pet.Cat)
     >>> p.type
     Kind.Cat
     >>> int(p.type)
@@ -508,7 +508,7 @@ The ``name`` property returns the name of the enum value as a unicode string.
 
     .. code-block:: pycon
 
-        >>> p = Pet( "Lucy", Pet.Cat )
+        >>> p = Pet("Lucy", Pet.Cat)
         >>> pet_type = p.type
         >>> pet_type
         Pet.Cat
diff --git a/docs/compiling.rst b/docs/compiling.rst
index eaf3270e0..073851048 100644
--- a/docs/compiling.rst
+++ b/docs/compiling.rst
@@ -42,10 +42,7 @@ An example of a ``setup.py`` using pybind11's helpers:
         ),
     ]
 
-    setup(
-        ...,
-        ext_modules=ext_modules
-    )
+    setup(..., ext_modules=ext_modules)
 
 If you want to do an automatic search for the highest supported C++ standard,
 that is supported via a ``build_ext`` command override; it will only affect
@@ -64,11 +61,7 @@ that is supported via a ``build_ext`` command override; it will only affect
         ),
     ]
 
-    setup(
-        ...,
-        cmdclass={"build_ext": build_ext},
-        ext_modules=ext_modules
-    )
+    setup(..., cmdclass={"build_ext": build_ext}, ext_modules=ext_modules)
 
 If you have single-file extension modules that are directly stored in the
 Python source tree (``foo.cpp`` in the same directory as where a ``foo.py``
diff --git a/docs/conf.py b/docs/conf.py
index 458a86886..092e274e0 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -15,7 +15,6 @@
 
 import os
 import re
-import shlex
 import subprocess
 import sys
 from pathlib import Path
diff --git a/docs/faq.rst b/docs/faq.rst
index d6a048b06..e2f477b1f 100644
--- a/docs/faq.rst
+++ b/docs/faq.rst
@@ -54,7 +54,7 @@ provided by the caller -- in fact, it does nothing at all.
 .. code-block:: python
 
     def increment(i):
-        i += 1 # nope..
+        i += 1  # nope..
 
 pybind11 is also affected by such language-level conventions, which means that
 binding ``increment`` or ``increment_ptr`` will also create Python functions