diff --git a/.github/workflows/run-tests.yml b/.github/workflows/run-tests.yml
index 052560153c..fc9047cee3 100644
--- a/.github/workflows/run-tests.yml
+++ b/.github/workflows/run-tests.yml
@@ -12,7 +12,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        python-version: ["3.8", "3.9", "3.10", "3.11", "3.12", "3.13", "pypy-3.10", "pypy-3.11"]
+        python-version: ["3.9", "3.10", "3.11", "3.12", "3.13", "3.14-dev", "pypy-3.10", "pypy-3.11"]
         os: [ubuntu-22.04, macOS-latest, windows-latest]
         # Pypy-3.11 can't install openssl-sys with rust
         # which prevents us from testing in GHA.
@@ -42,10 +42,10 @@ jobs:
 
     steps:
       - uses: actions/checkout@d632683dd7b4114ad314bca15554477dd762a938
-      - name: 'Set up Python 3.8'
+      - name: 'Set up Python 3.9'
         uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065
         with:
-          python-version: '3.8'
+          python-version: '3.9'
       - name: Install dependencies
         run: |
           make
@@ -62,10 +62,10 @@ jobs:
 
     steps:
       - uses: actions/checkout@d632683dd7b4114ad314bca15554477dd762a938
-      - name: 'Set up Python 3.8'
+      - name: 'Set up Python 3.9'
         uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065
         with:
-          python-version: '3.8'
+          python-version: '3.9'
       - name: Install dependencies
         run: |
           make
diff --git a/HISTORY.md b/HISTORY.md
index ed4d652b1a..e274ecac36 100644
--- a/HISTORY.md
+++ b/HISTORY.md
@@ -6,6 +6,10 @@ dev
 
 - \[Short description of non-trivial change.\]
 
+**Deprecations**
+- Added support for Python 3.14.
+- Dropped support for Python 3.8 following its end of support.
+
 2.32.4 (2025-06-10)
 -------------------
 
diff --git a/README.md b/README.md
index 18d9723c7d..74adab80dd 100644
--- a/README.md
+++ b/README.md
@@ -33,7 +33,7 @@ Requests is available on PyPI:
 $ python -m pip install requests
 ```
 
-Requests officially supports Python 3.8+.
+Requests officially supports Python 3.9+.
 
 ## Supported Features & Best–Practices
 
diff --git a/docs/community/faq.rst b/docs/community/faq.rst
index b6ea654e60..2804b1d3de 100644
--- a/docs/community/faq.rst
+++ b/docs/community/faq.rst
@@ -55,7 +55,8 @@ Chris Adams gave an excellent summary on
 Python 3 Support?
 -----------------
 
-Yes! Requests officially supports Python 3.8+ and PyPy.
+Yes! Requests supports all `officially supported versions of Python <https://devguide.python.org/versions/>`_
+and recent releases of PyPy.
 
 Python 2 Support?
 -----------------
@@ -64,8 +65,8 @@ No! As of Requests 2.28.0, Requests no longer supports Python 2.7. Users who
 have been unable to migrate should pin to `requests<2.28`. Full information
 can be found in `psf/requests#6023 <https://github.com/psf/requests/issues/6023>`_.
 
-It is *highly* recommended users migrate to Python 3.8+ now since Python
-2.7 is no longer receiving bug fixes or security updates as of January 1, 2020.
+It is *highly* recommended users migrate to a supported Python 3.x version now since
+Python 2.7 is no longer receiving bug fixes or security updates as of January 1, 2020.
 
 What are "hostname doesn't match" errors?
 -----------------------------------------
diff --git a/docs/index.rst b/docs/index.rst
index 289250c2a4..aef47a8906 100644
--- a/docs/index.rst
+++ b/docs/index.rst
@@ -72,7 +72,7 @@ Requests is ready for today's web.
 - Chunked Requests
 - ``.netrc`` Support
 
-Requests officially supports Python 3.8+, and runs great on PyPy.
+Requests officially supports Python 3.9+, and runs great on PyPy.
 
 
 The User Guide
diff --git a/setup.py b/setup.py
index 7d9b52bc3b..ff65d39102 100755
--- a/setup.py
+++ b/setup.py
@@ -6,7 +6,7 @@
 from setuptools import setup
 
 CURRENT_PYTHON = sys.version_info[:2]
-REQUIRED_PYTHON = (3, 8)
+REQUIRED_PYTHON = (3, 9)
 
 if CURRENT_PYTHON < REQUIRED_PYTHON:
     sys.stderr.write(
@@ -69,7 +69,7 @@
     package_data={"": ["LICENSE", "NOTICE"]},
     package_dir={"": "src"},
     include_package_data=True,
-    python_requires=">=3.8",
+    python_requires=">=3.9",
     install_requires=requires,
     license=about["__license__"],
     zip_safe=False,
@@ -82,12 +82,12 @@
         "Operating System :: OS Independent",
         "Programming Language :: Python",
         "Programming Language :: Python :: 3",
-        "Programming Language :: Python :: 3.8",
         "Programming Language :: Python :: 3.9",
         "Programming Language :: Python :: 3.10",
         "Programming Language :: Python :: 3.11",
         "Programming Language :: Python :: 3.12",
         "Programming Language :: Python :: 3.13",
+        "Programming Language :: Python :: 3.14",
         "Programming Language :: Python :: 3 :: Only",
         "Programming Language :: Python :: Implementation :: CPython",
         "Programming Language :: Python :: Implementation :: PyPy",
diff --git a/tox.ini b/tox.ini
index 79f74b2567..70c2855123 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,5 +1,5 @@
 [tox]
-envlist = py{38,39,310,311,312,313}-{default, use_chardet_on_py3}
+envlist = py{39,310,311,312,313,314}-{default, use_chardet_on_py3}
 
 [testenv]
 deps = -rrequirements-dev.txt