diff --git a/manifests/p/Python/Python/2/2.7.9/Python.Python.2.installer.yaml b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.installer.yaml
new file mode 100644
index 000000000..8d5a4a70c
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.installer.yaml
@@ -0,0 +1,19 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.installer.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.9
+FileExtensions:
+- py
+- pyw
+- pyc
+- pyo
+InstallerType: msi
+Installers:
+- Architecture: x64
+  InstallerUrl: https://www.python.org/ftp/python/2.7.9/python-2.7.9.amd64.msi
+  InstallerSha256: 4F5B34C948B3F620AA358FF0A946B55D1BE59C4D3AE6C3A791270E94109DDDF0
+- Architecture: x86
+  InstallerUrl: https://www.python.org/ftp/python/2.7.9/python-2.7.9.msi
+  InstallerSha256: 22F8A2B3231F9F671D660F149F7E60215B1908FA09FBB832123BF12A3E20B447
+ManifestType: installer
+ManifestVersion: 1.0.0
+
diff --git a/manifests/p/Python/Python/2/2.7.9/Python.Python.2.locale.en-US.yaml b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.locale.en-US.yaml
new file mode 100644
index 000000000..adc1d4853
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.locale.en-US.yaml
@@ -0,0 +1,20 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.defaultLocale.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.9
+PackageLocale: en-US
+Author: Python
+Tags:
+- python
+- python3
+- programming language
+- script
+- glue language
+PackageUrl: https://www.python.org
+LicenseUrl: https://docs.python.org/3/license.html
+Publisher: Python
+PackageName: Python 2.7.9
+License: PSF LICENSE AGREEMENT FOR PYTHON
+ShortDescription: Python is a programming language that lets you work more quickly and integrate your systems more effectively.
+ManifestType: defaultLocale
+ManifestVersion: 1.0.0
+
diff --git a/manifests/p/Python/Python/2/2.7.9/Python.Python.2.yaml b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.yaml
new file mode 100644
index 000000000..13a1aae36
--- /dev/null
+++ b/manifests/p/Python/Python/2/2.7.9/Python.Python.2.yaml
@@ -0,0 +1,7 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.version.1.0.0.schema.json
+PackageIdentifier: Python.Python.2
+PackageVersion: 2.7.9
+DefaultLocale: en-US
+ManifestType: version
+ManifestVersion: 1.0.0
+