diff --git a/requirements/tox-py39-cp39-win32-amd64.txt b/requirements/tox-py39-cp39-win32-amd64.txt
index edc4c598c5..23273ed685 100644
--- a/requirements/tox-py39-cp39-win32-amd64.txt
+++ b/requirements/tox-py39-cp39-win32-amd64.txt
@@ -4,15 +4,13 @@
 #
 #    pip-compile --allow-unsafe --output-file=requirements/tox-py39-cp39-win32-amd64.txt --strip-extras requirements/tox-py39-cp39-win32-amd64.in setup.cfg
 #
-annotated-types==0.6.0
-    # via pydantic
 atomicwrites==1.4.1
     # via pytest
-attrs==23.1.0
+attrs==23.2.0
     # via pytest
 autocommand==2.2.2
     # via jaraco-text
-certifi==2023.11.17
+certifi==2024.2.2
     # via requests
 cffi==1.16.0
     # via cryptography
@@ -24,11 +22,11 @@ colorama==0.4.6
     # via
     #   pytest
     #   pytest-watch
-coverage==7.3.2
+coverage==7.4.4
     # via
     #   -r requirements/tox-py39-cp39-win32-amd64.in
     #   pytest-cov
-cryptography==41.0.7
+cryptography==42.0.5
     # via
     #   pyopenssl
     #   trustme
@@ -40,7 +38,9 @@ idna==3.6
     # via
     #   requests
     #   trustme
-inflect==7.0.0
+importlib-metadata==7.1.0
+    # via typeguard
+inflect==7.2.0
     # via jaraco-text
 iniconfig==2.0.0
     # via pytest
@@ -59,17 +59,18 @@ markdown-it-py==3.0.0
     # via rich
 mdurl==0.1.2
     # via markdown-it-py
-more-itertools==10.1.0
+more-itertools==10.2.0
     # via
     #   cheroot (setup.cfg)
+    #   inflect
     #   jaraco-functools
     #   jaraco-text
-packaging==23.2
+packaging==24.0
     # via
     #   pytest
     #   pytest-rerunfailures
     #   pytest-sugar
-pluggy==1.3.0
+pluggy==1.4.0
     # via pytest
 portend==3.2.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
@@ -79,15 +80,11 @@ py==1.11.0
     # via
     #   pypytools
     #   pytest
-pycparser==2.21
+pycparser==2.22
     # via cffi
-pydantic==2.5.2
-    # via inflect
-pydantic-core==2.14.5
-    # via pydantic
 pygments==2.17.2
     # via rich
-pyopenssl==23.3.0 ; implementation_name != "pypy"
+pyopenssl==24.1.0 ; implementation_name != "pypy"
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 pypytools==0.6.2
     # via -r requirements/tox-py39-cp39-win32-amd64.in
@@ -105,17 +102,17 @@ pytest-clarity==1.0.1
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 pytest-cov==2.12.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
-pytest-mock==3.12.0
+pytest-mock==3.14.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 pytest-rerunfailures==12.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
-pytest-sugar==0.9.7
+pytest-sugar==1.0.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 pytest-watch==4.2.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 pytest-xdist==3.5.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
-pytz==2023.3.post1
+pytz==2024.1
     # via tempora
 requests==2.31.0
     # via
@@ -126,9 +123,9 @@ requests-toolbelt==1.0.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
 requests-unixsocket==0.3.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
-rich==13.7.0
+rich==13.7.1
     # via pytest-clarity
-tempora==5.5.0
+tempora==5.5.1
     # via portend
 termcolor==2.4.0
     # via pytest-sugar
@@ -138,14 +135,17 @@ tomli==2.0.1
     # via coverage
 trustme==1.1.0
     # via -r requirements/tox-py39-cp39-win32-amd64.in
-typing-extensions==4.8.0
+typeguard==4.2.1
+    # via inflect
+typing-extensions==4.10.0
     # via
     #   inflect
-    #   pydantic
-    #   pydantic-core
+    #   typeguard
 urllib3==1.26.18
     # via
     #   -r requirements/tox-py39-cp39-win32-amd64.in
     #   requests
-watchdog==3.0.0
+watchdog==4.0.0
     # via pytest-watch
+zipp==3.18.1
+    # via importlib-metadata