diff --git a/ports/py-pydantic-core/portfile.cmake b/ports/py-pydantic-core/portfile.cmake
index 669b2d5e..66f2d52e 100644
--- a/ports/py-pydantic-core/portfile.cmake
+++ b/ports/py-pydantic-core/portfile.cmake
@@ -1,8 +1,9 @@
+# PINNED_BY pydantic
 vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    pydantic_core
     VERSION         ${VERSION}
-    SHA512          8ae66cc48b6d8912b70061f27dbbfbe2b8327628ce6c24c143197900921974a5f2fe8d163c8608526b6befe0332887eb2111313e72aaccb4eea04c230260c8ce
+    SHA512          7af13f280d74ab0ded8e9299820930b0257502017f6a688d7d598e72351e127e178db11aeab987decaf95ca8619e151f244392ad9638ea184625728dcbb7cfff
 )
 
 if(VCPKG_TARGET_IS_WINDOWS)
diff --git a/ports/py-pydantic-core/vcpkg.json b/ports/py-pydantic-core/vcpkg.json
index 69c7bc39..29b969f5 100644
--- a/ports/py-pydantic-core/vcpkg.json
+++ b/ports/py-pydantic-core/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-pydantic-core",
-  "version": "2.49.0",
+  "version": "2.46.5",
   "description": "Data validation using Python type hints.",
   "homepage": "https://github.com/pydantic/pydantic",
   "dependencies": [
diff --git a/ports/py-pydantic/portfile.cmake b/ports/py-pydantic/portfile.cmake
index 5c36acca..784455da 100644
--- a/ports/py-pydantic/portfile.cmake
+++ b/ports/py-pydantic/portfile.cmake
@@ -9,5 +9,6 @@ vcpkg_from_pythonhosted(
 vcpkg_python_build_and_install_wheel(SOURCE_PATH "${SOURCE_PATH}")
 
 vcpkg_install_copyright(FILE_LIST "${SOURCE_PATH}/LICENSE")
+vcpkg_python_test_import(MODULE "pydantic")
 
 set(VCPKG_POLICY_EMPTY_INCLUDE_FOLDER enabled)
diff --git a/ports/py-pydantic/vcpkg.json b/ports/py-pydantic/vcpkg.json
index b83749ba..1fc07f43 100644
--- a/ports/py-pydantic/vcpkg.json
+++ b/ports/py-pydantic/vcpkg.json
@@ -1,6 +1,7 @@
 {
   "name": "py-pydantic",
   "version": "2.13.5",
+  "port-version": 1,
   "description": "Data validation using Python type hints.",
   "homepage": "https://github.com/pydantic/pydantic",
   "dependencies": [
diff --git a/scripts/update-ports.py b/scripts/update-ports.py
index d06f2ee5..19fc4498 100644
--- a/scripts/update-ports.py
+++ b/scripts/update-ports.py
@@ -18,6 +18,42 @@ def calculate_sha512(file_path):
     return sha512.hexdigest()
 
 
+def normalize_package_name(name):
+    """Normalize a PyPI package name (PEP 503)."""
+    return re.sub(r"[-_.]+", "-", name).lower()
+
+
+def get_pinned_version(pinning_package, package_name):
+    """Return the exact version of package_name required by the latest release of pinning_package.
+
+    Some packages require a companion package at an exact version (pydantic
+    requires pydantic-core==X), while the companion may publish newer releases
+    meant for pre-releases of the pinning package. The companion port declares
+    the PyPI package pinning it, so it is not updated past that pin:
+
+        # PINNED_BY pydantic
+
+    Returns None if the pinning package cannot be queried or has no such pin.
+    """
+    response = requests.get(f"https://pypi.org/pypi/{pinning_package}/json")
+    if response.status_code != 200:
+        return None
+
+    requires_dist = response.json().get("info", {}).get("requires_dist") or []
+    for requirement in requires_dist:
+        requirement, _, marker = requirement.partition(";")
+        # Optional dependencies do not constrain the installed version
+        if "extra" in marker:
+            continue
+        match = re.fullmatch(
+            r"\s*([A-Za-z0-9._-]+)\s*\(?\s*==\s*([^\s,()]+)\s*\)?\s*", requirement
+        )
+        if match and normalize_package_name(match.group(1)) == normalize_package_name(package_name):
+            return match.group(2)
+
+    return None
+
+
 def update_pypi_ports():
     updated = []
     failed = []
@@ -65,6 +101,20 @@ def update_pypi_ports():
 
                             # Query the PyPI API for the latest package info
                             pypi_url = f"https://pypi.org/pypi/{package_name}/json"
+
+                            # A pinned port follows the version required by the
+                            # package pinning it rather than its latest release
+                            pinned_by_match = re.search(r"#\s*PINNED_BY\s+(\S+)", portfile_content)
+                            if pinned_by_match:
+                                pinned_by = pinned_by_match.group(1)
+                                pinned_version = get_pinned_version(pinned_by, package_name)
+                                if not pinned_version:
+                                    print(f"  Failed to find the {package_name} version pinned by {pinned_by}")
+                                    failed.append(f"{dir_name} (no pin found in {pinned_by})")
+                                    continue
+                                print(f"  Using version {pinned_version} pinned by {pinned_by}")
+                                pypi_url = f"https://pypi.org/pypi/{package_name}/{pinned_version}/json"
+
                             response = requests.get(pypi_url)
 
                             if response.status_code != 200:
diff --git a/versions/baseline.json b/versions/baseline.json
index 846fc473..13486a20 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -318,10 +318,10 @@
     },
     "py-pydantic": {
       "baseline": "2.13.5",
-      "port-version": 0
+      "port-version": 1
     },
     "py-pydantic-core": {
-      "baseline": "2.49.0",
+      "baseline": "2.46.5",
       "port-version": 0
     },
     "py-pyogrio": {
diff --git a/versions/p-/py-pydantic-core.json b/versions/p-/py-pydantic-core.json
index e124a582..c21dcb9d 100644
--- a/versions/p-/py-pydantic-core.json
+++ b/versions/p-/py-pydantic-core.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "9052f9650d1d73a90b25a0ece71f00690abb496e",
+      "version": "2.46.5",
+      "port-version": 0
+    },
     {
       "git-tree": "f3d9044b37de369ab7c111b115083e737f1deab6",
       "version": "2.49.0",
diff --git a/versions/p-/py-pydantic.json b/versions/p-/py-pydantic.json
index 1c7dec04..6f892a17 100644
--- a/versions/p-/py-pydantic.json
+++ b/versions/p-/py-pydantic.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "90b1e24a3eb05709c6715f02abe9756e573599b8",
+      "version": "2.13.5",
+      "port-version": 1
+    },
     {
       "git-tree": "280d2e3564d40f5bcbcecec53cf7f4c58713e8ff",
       "version": "2.13.5",