diff --git a/README.md b/README.md
index cdd57b024..ad98af7c4 100644
--- a/README.md
+++ b/README.md
@@ -263,7 +263,7 @@ You can also run `make yt-dlp` instead to compile only the binary without updati
 
 ### Standalone Py2Exe Builds (Windows)
 
-While we provide the option to build with [py2exe](https://www.py2exe.org), it is recommended to build [using PyInstaller](#standalone-pyinstaller-builds) instead since the py2exe builds **cannot contain `pycryptodomex`/`certifi` and needs VC++14** on the target computer to run.
+While we provide the option to build with [py2exe](https://www.py2exe.org), it is recommended to build [using PyInstaller](#standalone-pyinstaller-builds) instead since the py2exe builds **cannot contain `pycryptodomex`/`certifi`/`requests` and need VC++14** on the target computer to run.
 
 If you wish to build it anyway, install Python (if it is not already installed) and you can run the following commands:
 
diff --git a/bundle/py2exe.py b/bundle/py2exe.py
index 281167492..403de0024 100755
--- a/bundle/py2exe.py
+++ b/bundle/py2exe.py
@@ -42,9 +42,9 @@ def main():
                 # py2exe cannot import Crypto
                 'Crypto',
                 'Cryptodome',
-                # py2exe appears to confuse this with our socks library.
-                # We don't use pysocks and urllib3.contrib.socks would fail to import if tried.
-                'urllib3.contrib.socks'
+                # py2exe builds fail to run with requests >=2.32.0
+                'requests',
+                'urllib3'
             ],
             'dll_excludes': ['w9xpopen.exe', 'crypt32.dll'],
             # Modules that are only imported dynamically must be added here