diff --git a/.flake8 b/.flake8
index 18c72168cb..3a7da2c652 100644
--- a/.flake8
+++ b/.flake8
@@ -13,5 +13,7 @@ ignore =
     # flake8 and black disagree about
     # W503 line break before binary operator
     # E203 whitespace before ':'
-    W503,E203
+    # E701/E704 multiple statements on one line
+    # https://black.readthedocs.io/en/latest/guides/using_black_with_other_tools.html#labels-why-pycodestyle-warnings
+    W503,E203,E701,E704
 doctests = true
diff --git a/demos/blog/blog.py b/demos/blog/blog.py
index bd0c5b3f18..e6e23f85b4 100755
--- a/demos/blog/blog.py
+++ b/demos/blog/blog.py
@@ -40,13 +40,13 @@ class NoResultError(Exception):
 
 async def maybe_create_tables(db):
     try:
-        with (await db.cursor()) as cur:
+        with await db.cursor() as cur:
             await cur.execute("SELECT COUNT(*) FROM entries LIMIT 1")
             await cur.fetchone()
     except psycopg2.ProgrammingError:
         with open("schema.sql") as f:
             schema = f.read()
-        with (await db.cursor()) as cur:
+        with await db.cursor() as cur:
             await cur.execute(schema)
 
 
@@ -89,7 +89,7 @@ async def execute(self, stmt, *args):
 
         Must be called with ``await self.execute(...)``
         """
-        with (await self.application.db.cursor()) as cur:
+        with await self.application.db.cursor() as cur:
             await cur.execute(stmt, args)
 
     async def query(self, stmt, *args):
@@ -103,7 +103,7 @@ async def query(self, stmt, *args):
 
             for row in await self.query(...)
         """
-        with (await self.application.db.cursor()) as cur:
+        with await self.application.db.cursor() as cur:
             await cur.execute(stmt, args)
             return [self.row_to_obj(row, cur) for row in await cur.fetchall()]
 
diff --git a/demos/google_auth/main.py b/demos/google_auth/main.py
index 06dd3b5cdb..40cdd7a4fd 100644
--- a/demos/google_auth/main.py
+++ b/demos/google_auth/main.py
@@ -10,6 +10,7 @@
 - Run this file with `python main.py --config_file=main.cfg`
 - Visit "http://localhost:8888" in your browser.
 """
+
 import asyncio
 import json
 import tornado
diff --git a/requirements.txt b/requirements.txt
index 5efd55be90..9118bdfde6 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -8,7 +8,7 @@ alabaster==0.7.13
     # via sphinx
 babel==2.11.0
     # via sphinx
-black==22.12.0
+black==24.4.2
     # via -r requirements.in
 build==0.10.0
     # via pip-tools
@@ -56,6 +56,7 @@ mypy-extensions==0.4.3
     #   mypy
 packaging==23.1
     # via
+    #   black
     #   build
     #   pyproject-api
     #   sphinx
diff --git a/tornado/concurrent.py b/tornado/concurrent.py
index 86bbd703c1..5047c5389f 100644
--- a/tornado/concurrent.py
+++ b/tornado/concurrent.py
@@ -118,6 +118,7 @@ def foo(self):
 
        The ``callback`` argument was removed.
     """
+
     # Fully type-checking decorators is tricky, and this one is
     # discouraged anyway so it doesn't have all the generic magic.
     def run_on_executor_decorator(fn: Callable) -> Callable[..., Future]:
diff --git a/tornado/gen.py b/tornado/gen.py
index dab4fd09db..0e3c7a6fc2 100644
--- a/tornado/gen.py
+++ b/tornado/gen.py
@@ -66,6 +66,7 @@ def get(self):
    via ``singledispatch``.
 
 """
+
 import asyncio
 import builtins
 import collections
@@ -165,13 +166,11 @@ def _fake_ctx_run(f: Callable[..., _T], *args: Any, **kw: Any) -> _T:
 @overload
 def coroutine(
     func: Callable[..., "Generator[Any, Any, _T]"]
-) -> Callable[..., "Future[_T]"]:
-    ...
+) -> Callable[..., "Future[_T]"]: ...
 
 
 @overload
-def coroutine(func: Callable[..., _T]) -> Callable[..., "Future[_T]"]:
-    ...
+def coroutine(func: Callable[..., _T]) -> Callable[..., "Future[_T]"]: ...
 
 
 def coroutine(
diff --git a/tornado/simple_httpclient.py b/tornado/simple_httpclient.py
index 2460863fc1..5b2d4dcd98 100644
--- a/tornado/simple_httpclient.py
+++ b/tornado/simple_httpclient.py
@@ -429,9 +429,9 @@ async def run(self) -> None:
                 self.request.method == "POST"
                 and "Content-Type" not in self.request.headers
             ):
-                self.request.headers[
-                    "Content-Type"
-                ] = "application/x-www-form-urlencoded"
+                self.request.headers["Content-Type"] = (
+                    "application/x-www-form-urlencoded"
+                )
             if self.request.decompress_response:
                 self.request.headers["Accept-Encoding"] = "gzip"
             req_path = (self.parsed.path or "/") + (
diff --git a/tornado/test/__main__.py b/tornado/test/__main__.py
index 430c895fa2..890bd505b4 100644
--- a/tornado/test/__main__.py
+++ b/tornado/test/__main__.py
@@ -2,6 +2,7 @@
 
 This only works in python 2.7+.
 """
+
 from tornado.test.runtests import all, main
 
 # tornado.testing.main autodiscovery relies on 'all' being present in
diff --git a/tornado/test/escape_test.py b/tornado/test/escape_test.py
index 6bd2ae79e4..3115a19409 100644
--- a/tornado/test/escape_test.py
+++ b/tornado/test/escape_test.py
@@ -194,9 +194,11 @@
     (
         "www.external-link.com and www.internal-link.com/blogs extra",
         {
-            "extra_params": lambda href: 'class="internal"'
-            if href.startswith("http://www.internal-link.com")
-            else 'rel="nofollow" class="external"'
+            "extra_params": lambda href: (
+                'class="internal"'
+                if href.startswith("http://www.internal-link.com")
+                else 'rel="nofollow" class="external"'
+            )
         },
         '<a href="http://www.external-link.com" rel="nofollow" class="external">www.external-link.com</a>'  # noqa: E501
         ' and <a href="http://www.internal-link.com/blogs" class="internal">www.internal-link.com/blogs</a> extra',  # noqa: E501
diff --git a/tornado/test/ioloop_test.py b/tornado/test/ioloop_test.py
index 9485afeaeb..d07438aa63 100644
--- a/tornado/test/ioloop_test.py
+++ b/tornado/test/ioloop_test.py
@@ -261,6 +261,7 @@ def test_close_file_object(self):
         the object should be closed (by IOLoop.close(all_fds=True),
         not just the fd.
         """
+
         # Use a socket since they are supported by IOLoop on all platforms.
         # Unfortunately, sockets don't support the .closed attribute for
         # inspecting their close status, so we must use a wrapper.
diff --git a/tornado/websocket.py b/tornado/websocket.py
index fbfd700887..8f0e0aefe8 100644
--- a/tornado/websocket.py
+++ b/tornado/websocket.py
@@ -1392,9 +1392,9 @@ def __init__(
             # from the server).
             # TODO: set server parameters for deflate extension
             # if requested in self.compression_options.
-            request.headers[
-                "Sec-WebSocket-Extensions"
-            ] = "permessage-deflate; client_max_window_bits"
+            request.headers["Sec-WebSocket-Extensions"] = (
+                "permessage-deflate; client_max_window_bits"
+            )
 
         # Websocket connection is currently unable to follow redirects
         request.follow_redirects = False