diff --git a/.ddev/config.toml b/.ddev/config.toml
index 3fd388414d027..97292b9576f87 100644
--- a/.ddev/config.toml
+++ b/.ddev/config.toml
@@ -97,6 +97,10 @@ pymongo = ['Apache-2.0']
 requests-kerberos = ['ISC']
 # https://github.com/requests/requests-ntlm/blob/master/LICENSE
 requests-ntlm = ['ISC']
+# https://gitlab.com/thelabnyc/requests-unixsocket2/-/blob/master/LICENSE
+# For of the original. The license on PyPI is incorrect. Issue filed here:
+# https://gitlab.com/thelabnyc/requests-unixsocket2/-/issues/4
+requests-unixsocket2 = ['ISC']
 # https://github.com/rethinkdb/rethinkdb-python/blob/master/LICENSE
 rethinkdb = ['Apache-2.0']
 # https://github.com/simplejson/simplejson/blob/master/LICENSE.txt
diff --git a/LICENSE-3rdparty.csv b/LICENSE-3rdparty.csv
index 1b156b231b6ca..8fd74b6e9ac9e 100644
--- a/LICENSE-3rdparty.csv
+++ b/LICENSE-3rdparty.csv
@@ -92,6 +92,7 @@ requests-oauthlib,PyPI,BSD-3-Clause,Copyright (c) 2014 Kenneth Reitz.
 requests-oauthlib,PyPI,ISC,Copyright (c) 2014 Kenneth Reitz.
 requests-toolbelt,PyPI,Apache-2.0,"Copyright 2014 Ian Cordasco, Cory Benfield"
 requests-unixsocket,PyPI,Apache-2.0,Copyright 2014 Marc Abramowitz
+requests-unixsocket2,PyPI,ISC,Copyright (c) 2024 - 2024 thelab
 rethinkdb,PyPI,Apache-2.0,Copyright 2018 RethinkDB.
 scandir,PyPI,BSD-3-Clause,"Copyright (c) 2012, Ben Hoyt"
 securesystemslib,PyPI,MIT,Copyright (c) 2016 Santiago Torres
diff --git a/agent_requirements.in b/agent_requirements.in
index 524555a30ffbf..3a0a78c1dba29 100644
--- a/agent_requirements.in
+++ b/agent_requirements.in
@@ -93,9 +93,10 @@ requests-ntlm==1.2.0; python_version > '3.0'
 requests-oauthlib==1.3.1; python_version < '3.0'
 requests-oauthlib==2.0.0; python_version > '3.0'
 requests-toolbelt==1.0.0
-requests-unixsocket==0.3.0
+requests-unixsocket==0.3.0; python_version < '3.0'
+requests-unixsocket2==0.4.0; python_version > '3.0'
 requests==2.27.1; python_version < '3.0'
-requests==2.31.0; python_version > '3.0'
+requests==2.32.3; python_version > '3.0'
 rethinkdb==2.4.9
 scandir==1.10.0; python_version < '3.5'
 securesystemslib[crypto,pynacl]==0.28.0; python_version > '3.0'
diff --git a/datadog_checks_base/changelog.d/17702.fixed b/datadog_checks_base/changelog.d/17702.fixed
new file mode 100644
index 0000000000000..0aa5a09ae7cde
--- /dev/null
+++ b/datadog_checks_base/changelog.d/17702.fixed
@@ -0,0 +1 @@
+Bump the `requests` version to 2.32.3 on Python 3
diff --git a/datadog_checks_base/pyproject.toml b/datadog_checks_base/pyproject.toml
index 9fa9c4e29b499..153fb6e284425 100644
--- a/datadog_checks_base/pyproject.toml
+++ b/datadog_checks_base/pyproject.toml
@@ -62,9 +62,10 @@ deps = [
     "pyyaml==5.4.1; python_version < '3.0'",
     "pyyaml==6.0.1; python_version > '3.0'",
     "requests-toolbelt==1.0.0",
-    "requests-unixsocket==0.3.0",
+    "requests-unixsocket==0.3.0; python_version < '3.0'",
+    "requests-unixsocket2==0.4.0; python_version > '3.0'",
     "requests==2.27.1; python_version < '3.0'",
-    "requests==2.31.0; python_version > '3.0'",
+    "requests==2.32.3; python_version > '3.0'",
     "simplejson==3.19.2",
     "six==1.16.0",
     "typing==3.10.0.0; python_version < '3.0'",
diff --git a/datadog_checks_dev/changelog.d/17702.added b/datadog_checks_dev/changelog.d/17702.added
new file mode 100644
index 0000000000000..70cd94e89dde8
--- /dev/null
+++ b/datadog_checks_dev/changelog.d/17702.added
@@ -0,0 +1 @@
+Add license override for requests-unixsocket2
diff --git a/datadog_checks_dev/datadog_checks/dev/tooling/commands/validate/licenses.py b/datadog_checks_dev/datadog_checks/dev/tooling/commands/validate/licenses.py
index 4a26eac91472a..bbc03a1594e09 100644
--- a/datadog_checks_dev/datadog_checks/dev/tooling/commands/validate/licenses.py
+++ b/datadog_checks_dev/datadog_checks/dev/tooling/commands/validate/licenses.py
@@ -62,6 +62,10 @@
     'requests-kerberos': ['ISC'],
     # https://github.com/requests/requests-ntlm/blob/master/LICENSE
     'requests-ntlm': ['ISC'],
+    # https://gitlab.com/thelabnyc/requests-unixsocket2/-/blob/master/LICENSE
+    # For of the original. The license on PyPI is incorrect. Issue filed here:
+    # https://gitlab.com/thelabnyc/requests-unixsocket2/-/issues/4
+    'requests-unixsocket2': ['ISC'],
     # https://github.com/rethinkdb/rethinkdb-python/blob/master/LICENSE
     'rethinkdb': ['Apache-2.0'],
     # https://github.com/simplejson/simplejson/blob/master/LICENSE.txt