diff --git a/vendor/magento/module-checkout/Model/GuestShippingInformationManagement.php b/vendor/magento/module-checkout/Model/GuestShippingInformationManagement.php
index e7d0cb98e28..7000b75c212 100644
--- a/vendor/magento/module-checkout/Model/GuestShippingInformationManagement.php
+++ b/vendor/magento/module-checkout/Model/GuestShippingInformationManagement.php
@@ -5,6 +5,13 @@
  */
 namespace Magento\Checkout\Model;
 
+use Magento\Checkout\Api\Data\ShippingInformationInterface;
+use Magento\Customer\Model\AddressFactory;
+use Magento\Framework\Exception\InputException;
+use Magento\Framework\Exception\LocalizedException;
+use Magento\Framework\Validator\Factory as ValidatorFactory;
+use Magento\Quote\Api\Data\AddressInterface;
+
 class GuestShippingInformationManagement implements \Magento\Checkout\Api\GuestShippingInformationManagementInterface
 {
     /**
@@ -17,26 +24,49 @@ class GuestShippingInformationManagement implements \Magento\Checkout\Api\GuestS
      */
     protected $shippingInformationManagement;
 
+    /**
+     * @var ValidatorFactory
+     */
+    private $validatorFactory;
+
+    /**
+     * @var AddressFactory
+     */
+    private $addressFactory;
+
     /**
      * @param \Magento\Quote\Model\QuoteIdMaskFactory $quoteIdMaskFactory
      * @param \Magento\Checkout\Api\ShippingInformationManagementInterface $shippingInformationManagement
+     * @param ValidatorFactory $validatorFactory
+     * @param AddressFactory $addressFactory
      * @codeCoverageIgnore
      */
     public function __construct(
         \Magento\Quote\Model\QuoteIdMaskFactory $quoteIdMaskFactory,
-        \Magento\Checkout\Api\ShippingInformationManagementInterface $shippingInformationManagement
+        \Magento\Checkout\Api\ShippingInformationManagementInterface $shippingInformationManagement,
+        ValidatorFactory $validatorFactory,
+        AddressFactory $addressFactory
     ) {
         $this->quoteIdMaskFactory = $quoteIdMaskFactory;
         $this->shippingInformationManagement = $shippingInformationManagement;
+        $this->validatorFactory = $validatorFactory;
+        $this->addressFactory = $addressFactory;
     }
 
     /**
      * @inheritDoc
+     *
+     * @throws InputException
      */
     public function saveAddressInformation(
         $cartId,
-        \Magento\Checkout\Api\Data\ShippingInformationInterface $addressInformation
+        ShippingInformationInterface $addressInformation
     ) {
+        $shippingAddress = $addressInformation->getShippingAddress();
+        if ($shippingAddress) {
+            $this->validateAddressAttributes($shippingAddress, 'shipping');
+        }
+
         /** @var $quoteIdMask \Magento\Quote\Model\QuoteIdMask */
         $quoteIdMask = $this->quoteIdMaskFactory->create()->load($cartId, 'masked_id');
         return $this->shippingInformationManagement->saveAddressInformation(
@@ -44,4 +74,95 @@ class GuestShippingInformationManagement implements \Magento\Checkout\Api\GuestS
             $addressInformation
         );
     }
+
+    /**
+     * Validate address attributes using customer_address validator with custom attributes
+     *
+     * @param AddressInterface $address
+     * @param string $addressType
+     * @return void
+     * @throws InputException
+     */
+    private function validateAddressAttributes(AddressInterface $address, string $addressType): void
+    {
+        try {
+            $customerAddress = $this->createCustomerAddressFromQuoteAddress($address, $addressType);
+            $extensionAttributes = $address->getExtensionAttributes();
+            if ($extensionAttributes) {
+                $extensionAttributesData = $extensionAttributes->__toArray();
+                foreach ($extensionAttributesData as $attributeCode => $value) {
+                    if ($value !== null && $value !== '') {
+                        $customerAddress->setData($attributeCode, $value);
+                    }
+                }
+            }
+            $customerAddress->setSkipRequiredValidation(true);
+            $validator = $this->validatorFactory->createValidator('customer_address', 'save');
+            if (!$validator->isValid($customerAddress)) {
+                $this->throwValidationException($validator->getMessages(), $addressType);
+            }
+        } catch (LocalizedException $e) {
+            throw new InputException(__($e->getMessage()));
+        }
+    }
+
+    /**
+     * Create customer address object from quote address
+     *
+     * @param AddressInterface $address
+     * @param string $addressType
+     * @return \Magento\Customer\Model\Address
+     */
+    private function createCustomerAddressFromQuoteAddress(
+        AddressInterface $address,
+        string $addressType
+    ): \Magento\Customer\Model\Address {
+        $customerAddress = $this->addressFactory->create();
+        $customerAddress->setData([
+            'firstname' => $address->getFirstname(),
+            'lastname' => $address->getLastname(),
+            'street' => $address->getStreet(),
+            'city' => $address->getCity(),
+            'region' => $address->getRegion(),
+            'region_id' => $address->getRegionId(),
+            'region_code' => $address->getRegionCode(),
+            'postcode' => $address->getPostcode(),
+            'country_id' => $address->getCountryId(),
+            'telephone' => $address->getTelephone(),
+            'company' => $address->getCompany(),
+            'email' => $address->getEmail(),
+            'address_type' => $addressType
+        ]);
+
+        return $customerAddress;
+    }
+
+    /**
+     * Process validator messages and throw validation exception
+     *
+     * @param array $messages
+     * @param string $addressType
+     * @return void
+     * @throws InputException
+     */
+    private function throwValidationException(array $messages, string $addressType): void
+    {
+        $errorMessages = [];
+        foreach ($messages as $message) {
+            if (is_array($message)) {
+                foreach ($message as $msg) {
+                    $errorMessages[] = $msg;
+                }
+            } else {
+                $errorMessages[] = $message;
+            }
+        }
+        throw new InputException(
+            __(
+                'The %1 address contains invalid data: %2',
+                $addressType,
+                implode(', ', $errorMessages)
+            )
+        );
+    }
 }
diff --git a/vendor/magento/module-checkout/i18n/en_US.csv b/vendor/magento/module-checkout/i18n/en_US.csv
index 42a080b6a78..62046dd057a 100644
--- a/vendor/magento/module-checkout/i18n/en_US.csv
+++ b/vendor/magento/module-checkout/i18n/en_US.csv
@@ -193,3 +193,4 @@ Changes you made to the cart will not be saved.,Changes you made to the cart wil
 Leave,Leave
 Cancel,Cancel
 VAT,VAT
+"The %1 address contains invalid data: %2", "The %1 address contains invalid data: %2"
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/Date.php b/vendor/magento/module-eav/Model/Attribute/Data/Date.php
index 9bd155354ac..e636c9321b6 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/Date.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/Date.php
@@ -1,16 +1,15 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 namespace Magento\Eav\Model\Attribute\Data;
 
 use Magento\Framework\App\RequestInterface;
+use Magento\Framework\Exception\LocalizedException;
 
 /**
  * EAV Entity Attribute Date Data Model
- *
- * @author      Magento Core Team <core@magentocommerce.com>
  */
 class Date extends \Magento\Eav\Model\Attribute\Data\AbstractData
 {
@@ -28,12 +27,14 @@ class Date extends \Magento\Eav\Model\Attribute\Data\AbstractData
 
     /**
      * Validate data
+     *
      * Return true or array of errors
      *
      * @param array|string $value
      * @return bool|array
      * @SuppressWarnings(PHPMD.CyclomaticComplexity)
      * @SuppressWarnings(PHPMD.NPathComplexity)
+     * @throws LocalizedException
      */
     public function validateValue($value)
     {
@@ -45,6 +46,10 @@ class Date extends \Magento\Eav\Model\Attribute\Data\AbstractData
             $value = $this->getEntity()->getDataUsingMethod($attribute->getAttributeCode());
         }
 
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation())) && empty($value)) {
+            return true;
+        }
+
         if ($attribute->getIsRequired() && empty($value)) {
             $label = __($attribute->getStoreLabel());
             $errors[] = __('"%1" is a required value.', $label);
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/File.php b/vendor/magento/module-eav/Model/Attribute/Data/File.php
index be237c70ffd..4adb754e706 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/File.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/File.php
@@ -1,13 +1,14 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 namespace Magento\Eav\Model\Attribute\Data;
 
 use Magento\Framework\App\Filesystem\DirectoryList;
 use Magento\Framework\App\RequestInterface;
 use Magento\Framework\Filesystem\Io\File as FileIo;
+use Magento\Framework\Exception\LocalizedException;
 
 /**
  * EAV Entity Attribute File Data Model
@@ -182,6 +183,7 @@ class File extends \Magento\Eav\Model\Attribute\Data\AbstractData
      * @return bool
      * @SuppressWarnings(PHPMD.CyclomaticComplexity)
      * @SuppressWarnings(PHPMD.NPathComplexity)
+     * @throws LocalizedException
      */
     public function validateValue($value)
     {
@@ -210,7 +212,9 @@ class File extends \Magento\Eav\Model\Attribute\Data\AbstractData
             return true;
         }
 
-        if (!$attribute->getIsRequired() && !$toUpload) {
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation()))
+            && !$toUpload
+        ) {
             return true;
         }
 
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/Multiline.php b/vendor/magento/module-eav/Model/Attribute/Data/Multiline.php
index c1a2f9dc925..cae56764f88 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/Multiline.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/Multiline.php
@@ -1,16 +1,15 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 namespace Magento\Eav\Model\Attribute\Data;
 
 use Magento\Framework\App\RequestInterface;
+use Magento\Framework\Exception\LocalizedException;
 
 /**
  * EAV Entity Attribute Multiply line Data Model
- *
- * @author      Magento Core Team <core@magentocommerce.com>
  */
 class Multiline extends \Magento\Eav\Model\Attribute\Data\Text
 {
@@ -38,6 +37,9 @@ class Multiline extends \Magento\Eav\Model\Attribute\Data\Text
      *
      * @param array|string $value
      * @return bool|array
+     * @throws LocalizedException
+     * @SuppressWarnings(PHPMD.CyclomaticComplexity)
+     * @SuppressWarnings(PHPMD.NPathComplexity)
      */
     public function validateValue($value)
     {
@@ -45,6 +47,10 @@ class Multiline extends \Magento\Eav\Model\Attribute\Data\Text
         $lines = $this->processValue($value);
         $attribute = $this->getAttribute();
 
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation())) && empty($lines)) {
+            return true;
+        }
+
         if ($attribute->getIsRequired() && empty($lines)) {
             $attributeLabel = __($attribute->getStoreLabel());
             $errors[] = __('"%1" is a required value.', $attributeLabel);
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/Multiselect.php b/vendor/magento/module-eav/Model/Attribute/Data/Multiselect.php
index b926ed4d586..6a00b41c9b5 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/Multiselect.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/Multiselect.php
@@ -1,7 +1,7 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 namespace Magento\Eav\Model\Attribute\Data;
 
@@ -9,8 +9,6 @@ use Magento\Framework\App\RequestInterface;
 
 /**
  * EAV Entity Attribute Multiply select Data Model
- *
- * @author      Magento Core Team <core@magentocommerce.com>
  */
 class Multiselect extends AbstractData
 {
@@ -81,7 +79,11 @@ class Multiselect extends AbstractData
     }
 
     /**
-     * @inheritdoc
+     * Validate the data
+     *
+     * @param array|string $value
+     * @SuppressWarnings(PHPMD.CyclomaticComplexity)
+     * @SuppressWarnings(PHPMD.NPathComplexity)
      */
     public function validateValue($value)
     {
@@ -93,6 +95,10 @@ class Multiselect extends AbstractData
             $value = $this->getEntity()->getData($attribute->getAttributeCode());
         }
 
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation())) && empty($value)) {
+            return true;
+        }
+
         if ($attribute->getIsRequired() && empty($value) && $value != '0') {
             $label = __($attribute->getStoreLabel());
             $errors[] = __('"%1" is a required value.', $label);
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/Select.php b/vendor/magento/module-eav/Model/Attribute/Data/Select.php
index f975f24e976..a9c369d9a6f 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/Select.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/Select.php
@@ -1,16 +1,15 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 namespace Magento\Eav\Model\Attribute\Data;
 
 use Magento\Framework\App\RequestInterface;
+use Magento\Framework\Exception\LocalizedException;
 
 /**
  * EAV Entity Attribute Select Data Model
- *
- * @author      Magento Core Team <core@magentocommerce.com>
  */
 class Select extends \Magento\Eav\Model\Attribute\Data\AbstractData
 {
@@ -32,6 +31,9 @@ class Select extends \Magento\Eav\Model\Attribute\Data\AbstractData
      *
      * @param array|string $value
      * @return bool|array
+     * @throws LocalizedException
+     * @SuppressWarnings(PHPMD.CyclomaticComplexity)
+     * @SuppressWarnings(PHPMD.NPathComplexity)
      */
     public function validateValue($value)
     {
@@ -43,6 +45,10 @@ class Select extends \Magento\Eav\Model\Attribute\Data\AbstractData
             $value = $this->getEntity()->getData($attribute->getAttributeCode());
         }
 
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation())) && empty($value)) {
+            return true;
+        }
+
         if ($attribute->getIsRequired() && empty($value) && $value != '0') {
             $label = __($attribute->getStoreLabel());
             $errors[] = __('"%1" is a required value.', $label);
diff --git a/vendor/magento/module-eav/Model/Attribute/Data/Text.php b/vendor/magento/module-eav/Model/Attribute/Data/Text.php
index d10c47cd0d4..c9388e59a07 100644
--- a/vendor/magento/module-eav/Model/Attribute/Data/Text.php
+++ b/vendor/magento/module-eav/Model/Attribute/Data/Text.php
@@ -1,7 +1,7 @@
 <?php
 /**
- * Copyright © Magento, Inc. All rights reserved.
- * See COPYING.txt for license details.
+ * Copyright 2011 Adobe
+ * All Rights Reserved.
  */
 
 namespace Magento\Eav\Model\Attribute\Data;
@@ -17,7 +17,6 @@ use Psr\Log\LoggerInterface;
 /**
  * EAV Entity Attribute Text Data Model
  *
- * @author      Magento Core Team <core@magentocommerce.com>
  * @SuppressWarnings(PHPMD.CyclomaticComplexity)
  */
 class Text extends \Magento\Eav\Model\Attribute\Data\AbstractData
@@ -63,7 +62,7 @@ class Text extends \Magento\Eav\Model\Attribute\Data\AbstractData
      *
      * @param array|string $value
      * @return bool|array
-     * @throws \Magento\Framework\Exception\LocalizedException
+     * @throws LocalizedException
      */
     public function validateValue($value)
     {
@@ -75,7 +74,7 @@ class Text extends \Magento\Eav\Model\Attribute\Data\AbstractData
             $value = $this->getEntity()->getDataUsingMethod($attribute->getAttributeCode());
         }
 
-        if (!$attribute->getIsRequired() && empty($value)) {
+        if ((!$attribute->getIsRequired() || ($this->getEntity()?->getSkipRequiredValidation())) && empty($value)) {
             return true;
         }