diff --git a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyRegistrationConfiguration.java b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyRegistrationConfiguration.java
index 7e9ca5120b81..bdd35ef5e264 100644
--- a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyRegistrationConfiguration.java
+++ b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyRegistrationConfiguration.java
@@ -91,10 +91,10 @@ private RelyingPartyRegistration asRegistration(String id, Registration properti
 		AssertingPartyProperties assertingParty = new AssertingPartyProperties(properties, id);
 		boolean usingMetadata = StringUtils.hasText(assertingParty.getMetadataUri());
 		Builder builder = (!usingMetadata) ? RelyingPartyRegistration.withRegistrationId(id)
-				: createBuilderUsingMetadata(id, assertingParty).registrationId(id);
+				: createBuilderUsingMetadata(assertingParty).registrationId(id);
 		builder.assertionConsumerServiceLocation(properties.getAcs().getLocation());
 		builder.assertionConsumerServiceBinding(properties.getAcs().getBinding());
-		builder.assertingPartyDetails(mapAssertingParty(properties, id, usingMetadata));
+		builder.assertingPartyDetails(mapAssertingParty(properties, id));
 		builder.signingX509Credentials((credentials) -> properties.getSigning()
 			.getCredentials()
 			.stream()
@@ -120,8 +120,7 @@ private RelyingPartyRegistration asRegistration(String id, Registration properti
 		return registration;
 	}
 
-	private RelyingPartyRegistration.Builder createBuilderUsingMetadata(String id,
-			AssertingPartyProperties properties) {
+	private RelyingPartyRegistration.Builder createBuilderUsingMetadata(AssertingPartyProperties properties) {
 		String requiredEntityId = properties.getEntityId();
 		Collection<Builder> candidates = RelyingPartyRegistrations
 			.collectionFromMetadataLocation(properties.getMetadataUri());
@@ -139,17 +138,14 @@ private Object getEntityId(RelyingPartyRegistration.Builder candidate) {
 		return result[0];
 	}
 
-	private Consumer<AssertingPartyDetails.Builder> mapAssertingParty(Registration registration, String id,
-			boolean usingMetadata) {
+	private Consumer<AssertingPartyDetails.Builder> mapAssertingParty(Registration registration, String id) {
 		return (details) -> {
 			AssertingPartyProperties assertingParty = new AssertingPartyProperties(registration, id);
 			PropertyMapper map = PropertyMapper.get().alwaysApplyingWhenNonNull();
 			map.from(assertingParty::getEntityId).to(details::entityId);
 			map.from(assertingParty::getSingleSignonBinding).to(details::singleSignOnServiceBinding);
 			map.from(assertingParty::getSingleSignonUrl).to(details::singleSignOnServiceLocation);
-			map.from(assertingParty::getSingleSignonSignRequest)
-				.when((ignored) -> !usingMetadata)
-				.to(details::wantAuthnRequestsSigned);
+			map.from(assertingParty::getSingleSignonSignRequest).to(details::wantAuthnRequestsSigned);
 			map.from(assertingParty.getSinglelogoutUrl()).to(details::singleLogoutServiceLocation);
 			map.from(assertingParty.getSinglelogoutResponseUrl()).to(details::singleLogoutServiceResponseLocation);
 			map.from(assertingParty.getSinglelogoutBinding()).to(details::singleLogoutServiceBinding);
diff --git a/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyAutoConfigurationTests.java b/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyAutoConfigurationTests.java
index 1df102b853ff..39ab1d3d6319 100644
--- a/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyAutoConfigurationTests.java
+++ b/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/security/saml2/Saml2RelyingPartyAutoConfigurationTests.java
@@ -16,7 +16,6 @@
 
 package org.springframework.boot.autoconfigure.security.saml2;
 
-import java.io.IOException;
 import java.io.InputStream;
 import java.util.List;
 
@@ -416,7 +415,26 @@ void autoconfigurationWhenMultipleProvidersAndSpecifiedEntityId() throws Excepti
 		testMultipleProviders("https://idp2.example.com/idp/shibboleth", "https://idp2.example.com/idp/shibboleth");
 	}
 
-	private void testMultipleProviders(String specifiedEntityId, String expected) throws IOException, Exception {
+	@Test
+	void signRequestShouldApplyIfMetadataUriIsSet() throws Exception {
+		try (MockWebServer server = new MockWebServer()) {
+			server.start();
+			String metadataUrl = server.url("").toString();
+			setupMockResponse(server, new ClassPathResource("saml/idp-metadata"));
+			this.contextRunner.withPropertyValues(PREFIX + ".foo.assertingparty.metadata-uri=" + metadataUrl,
+					PREFIX + ".foo.assertingparty.singlesignon.sign-request=true",
+					PREFIX + ".foo.signing.credentials[0].private-key-location=classpath:org/springframework/boot/autoconfigure/security/saml2/rsa.key",
+					PREFIX + ".foo.signing.credentials[0].certificate-location=classpath:org/springframework/boot/autoconfigure/security/saml2/rsa.crt")
+				.run((context) -> {
+					RelyingPartyRegistrationRepository repository = context
+						.getBean(RelyingPartyRegistrationRepository.class);
+					RelyingPartyRegistration registration = repository.findByRegistrationId("foo");
+					assertThat(registration.getAssertingPartyDetails().getWantAuthnRequestsSigned()).isTrue();
+				});
+		}
+	}
+
+	private void testMultipleProviders(String specifiedEntityId, String expected) throws Exception {
 		try (MockWebServer server = new MockWebServer()) {
 			server.start();
 			String metadataUrl = server.url("").toString();
diff --git a/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.crt b/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.crt
new file mode 100644
index 000000000000..aa147065ded0
--- /dev/null
+++ b/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.crt
@@ -0,0 +1,23 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.key b/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.key
new file mode 100644
index 000000000000..e458f0d5eb44
--- /dev/null
+++ b/spring-boot-project/spring-boot-autoconfigure/src/test/resources/org/springframework/boot/autoconfigure/security/saml2/rsa.key
@@ -0,0 +1,28 @@
+-----BEGIN PRIVATE KEY-----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+-----END PRIVATE KEY-----