diff --git a/Jenkinsfile b/Jenkinsfile
index 6836a67cf0..2778a8d88a 100644
--- a/Jenkinsfile
+++ b/Jenkinsfile
@@ -89,7 +89,7 @@ try {
 							 "GRADLE_ENTERPRISE_CACHE_USERNAME=${GRADLE_ENTERPRISE_CACHE_USERNAME}",
 							 "GRADLE_ENTERPRISE_CACHE_PASSWORD=${GRADLE_ENTERPRISE_CACHE_PASSWORD}",
 							 "GRADLE_ENTERPRISE_ACCESS_KEY=${GRADLE_ENTERPRISE_ACCESS_KEY}"]) {
-							sh "./gradlew test -PforceMavenRepositories=snapshot -PspringVersion='5.2.+' -PreactorVersion=Dysprosium-BUILD-SNAPSHOT -PspringDataVersion=Lovelace-BUILD-SNAPSHOT -PlocksDisabled --stacktrace"
+							sh "./gradlew test -PforceMavenRepositories=snapshot -PspringVersion='5.+' -PreactorVersion=Dysprosium-BUILD-SNAPSHOT -PspringDataVersion=Lovelace-BUILD-SNAPSHOT -PlocksDisabled --stacktrace"
 						}
 					}
 				} catch(Exception e) {
diff --git a/config/src/test/java/org/springframework/security/config/annotation/web/builders/WebSecurityTests.java b/config/src/test/java/org/springframework/security/config/annotation/web/builders/WebSecurityTests.java
index 60552a0e45..a096e39ec6 100644
--- a/config/src/test/java/org/springframework/security/config/annotation/web/builders/WebSecurityTests.java
+++ b/config/src/test/java/org/springframework/security/config/annotation/web/builders/WebSecurityTests.java
@@ -36,6 +36,8 @@ import org.springframework.web.bind.annotation.RequestMapping;
 import org.springframework.web.bind.annotation.RestController;
 import org.springframework.web.context.support.AnnotationConfigWebApplicationContext;
 import org.springframework.web.servlet.config.annotation.EnableWebMvc;
+import org.springframework.web.servlet.config.annotation.PathMatchConfigurer;
+import org.springframework.web.servlet.config.annotation.WebMvcConfigurer;
 
 import static org.assertj.core.api.Assertions.assertThat;
 
@@ -69,7 +71,7 @@ public class WebSecurityTests {
 
 	@Test
 	public void ignoringMvcMatcher() throws Exception {
-		loadConfig(MvcMatcherConfig.class);
+		loadConfig(MvcMatcherConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setRequestURI("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -141,7 +143,7 @@ public class WebSecurityTests {
 
 	@Test
 	public void ignoringMvcMatcherServletPath() throws Exception {
-		loadConfig(MvcMatcherServletPathConfig.class);
+		loadConfig(MvcMatcherServletPathConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/spring");
 		this.request.setRequestURI("/spring/path");
@@ -216,6 +218,14 @@ public class WebSecurityTests {
 		}
 	}
 
+	@Configuration
+	static class LegacyMvcMatchingConfig implements WebMvcConfigurer {
+		@Override
+		public void configurePathMatch(PathMatchConfigurer configurer) {
+			configurer.setUseSuffixPatternMatch(true);
+		}
+	}
+
 	public void loadConfig(Class<?>... configs) {
 		this.context = new AnnotationConfigWebApplicationContext();
 		this.context.register(configs);
diff --git a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AuthorizeRequestsTests.java b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AuthorizeRequestsTests.java
index b9fb86db21..d10ea89dce 100644
--- a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AuthorizeRequestsTests.java
+++ b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AuthorizeRequestsTests.java
@@ -46,6 +46,8 @@ import org.springframework.web.bind.annotation.RequestMapping;
 import org.springframework.web.bind.annotation.RestController;
 import org.springframework.web.context.support.AnnotationConfigWebApplicationContext;
 import org.springframework.web.servlet.config.annotation.EnableWebMvc;
+import org.springframework.web.servlet.config.annotation.PathMatchConfigurer;
+import org.springframework.web.servlet.config.annotation.WebMvcConfigurer;
 
 import static org.assertj.core.api.Assertions.assertThat;
 import static org.mockito.Mockito.spy;
@@ -292,7 +294,7 @@ public class AuthorizeRequestsTests {
 
 	@Test
 	public void mvcMatcher() throws Exception {
-		loadConfig(MvcMatcherConfig.class);
+		loadConfig(MvcMatcherConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setRequestURI("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -350,7 +352,7 @@ public class AuthorizeRequestsTests {
 
 	@Test
 	public void requestWhenMvcMatcherDenyAllThenRespondsWithUnauthorized() throws Exception {
-		loadConfig(MvcMatcherInLambdaConfig.class);
+		loadConfig(MvcMatcherInLambdaConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setRequestURI("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -410,7 +412,7 @@ public class AuthorizeRequestsTests {
 
 	@Test
 	public void mvcMatcherServletPath() throws Exception {
-		loadConfig(MvcMatcherServletPathConfig.class);
+		loadConfig(MvcMatcherServletPathConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/spring");
 		this.request.setRequestURI("/spring/path");
@@ -487,7 +489,7 @@ public class AuthorizeRequestsTests {
 
 	@Test
 	public void requestWhenMvcMatcherServletPathDenyAllThenMatchesOnServletPath() throws Exception {
-		loadConfig(MvcMatcherServletPathInLambdaConfig.class);
+		loadConfig(MvcMatcherServletPathInLambdaConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/spring");
 		this.request.setRequestURI("/spring/path");
@@ -697,6 +699,14 @@ public class AuthorizeRequestsTests {
 		}
 	}
 
+	@Configuration
+	static class LegacyMvcMatchingConfig implements WebMvcConfigurer {
+		@Override
+		public void configurePathMatch(PathMatchConfigurer configurer) {
+			configurer.setUseSuffixPatternMatch(true);
+		}
+	}
+
 	public void loadConfig(Class<?>... configs) {
 		this.context = new AnnotationConfigWebApplicationContext();
 		this.context.register(configs);
diff --git a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/HttpSecurityRequestMatchersTests.java b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/HttpSecurityRequestMatchersTests.java
index ef4d4a2e42..fec73febcc 100644
--- a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/HttpSecurityRequestMatchersTests.java
+++ b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/HttpSecurityRequestMatchersTests.java
@@ -36,6 +36,8 @@ import org.springframework.web.bind.annotation.RequestMapping;
 import org.springframework.web.bind.annotation.RestController;
 import org.springframework.web.context.support.AnnotationConfigWebApplicationContext;
 import org.springframework.web.servlet.config.annotation.EnableWebMvc;
+import org.springframework.web.servlet.config.annotation.PathMatchConfigurer;
+import org.springframework.web.servlet.config.annotation.WebMvcConfigurer;
 
 import static org.assertj.core.api.Assertions.assertThat;
 import static org.springframework.security.config.Customizer.withDefaults;
@@ -71,7 +73,7 @@ public class HttpSecurityRequestMatchersTests {
 
 	@Test
 	public void mvcMatcher() throws Exception {
-		loadConfig(MvcMatcherConfig.class);
+		loadConfig(MvcMatcherConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -137,7 +139,7 @@ public class HttpSecurityRequestMatchersTests {
 
 	@Test
 	public void requestMatchersMvcMatcher() throws Exception {
-		loadConfig(RequestMatchersMvcMatcherConfig.class);
+		loadConfig(RequestMatchersMvcMatcherConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -198,7 +200,7 @@ public class HttpSecurityRequestMatchersTests {
 
 	@Test
 	public void requestMatchersWhenMvcMatcherInLambdaThenPathIsSecured() throws Exception {
-		loadConfig(RequestMatchersMvcMatcherInLambdaConfig.class);
+		loadConfig(RequestMatchersMvcMatcherInLambdaConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -377,6 +379,14 @@ public class HttpSecurityRequestMatchersTests {
 		}
 	}
 
+	@Configuration
+	static class LegacyMvcMatchingConfig implements WebMvcConfigurer {
+		@Override
+		public void configurePathMatch(PathMatchConfigurer configurer) {
+			configurer.setUseSuffixPatternMatch(true);
+		}
+	}
+
 	public void loadConfig(Class<?>... configs) {
 		this.context = new AnnotationConfigWebApplicationContext();
 		this.context.register(configs);
diff --git a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/UrlAuthorizationConfigurerTests.java b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/UrlAuthorizationConfigurerTests.java
index c9d0fb9db8..9b86829ebc 100644
--- a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/UrlAuthorizationConfigurerTests.java
+++ b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/UrlAuthorizationConfigurerTests.java
@@ -36,6 +36,8 @@ import org.springframework.web.bind.annotation.RequestMapping;
 import org.springframework.web.bind.annotation.RestController;
 import org.springframework.web.context.support.AnnotationConfigWebApplicationContext;
 import org.springframework.web.servlet.config.annotation.EnableWebMvc;
+import org.springframework.web.servlet.config.annotation.PathMatchConfigurer;
+import org.springframework.web.servlet.config.annotation.WebMvcConfigurer;
 
 import static org.assertj.core.api.Assertions.assertThat;
 
@@ -71,7 +73,7 @@ public class UrlAuthorizationConfigurerTests {
 
 	@Test
 	public void mvcMatcher() throws Exception {
-		loadConfig(MvcMatcherConfig.class);
+		loadConfig(MvcMatcherConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setRequestURI("/path");
 		this.springSecurityFilterChain.doFilter(this.request, this.response, this.chain);
@@ -129,7 +131,7 @@ public class UrlAuthorizationConfigurerTests {
 
 	@Test
 	public void mvcMatcherServletPath() throws Exception {
-		loadConfig(MvcMatcherServletPathConfig.class);
+		loadConfig(MvcMatcherServletPathConfig.class, LegacyMvcMatchingConfig.class);
 
 		this.request.setServletPath("/spring");
 		this.request.setRequestURI("/spring/path");
@@ -222,6 +224,14 @@ public class UrlAuthorizationConfigurerTests {
 		}
 	}
 
+	@Configuration
+	static class LegacyMvcMatchingConfig implements WebMvcConfigurer {
+		@Override
+		public void configurePathMatch(PathMatchConfigurer configurer) {
+			configurer.setUseSuffixPatternMatch(true);
+		}
+	}
+
 	public void loadConfig(Class<?>... configs) {
 		this.context = new AnnotationConfigWebApplicationContext();
 		this.context.register(configs);
diff --git a/config/src/test/kotlin/org/springframework/security/config/web/servlet/AuthorizeRequestsDslTests.kt b/config/src/test/kotlin/org/springframework/security/config/web/servlet/AuthorizeRequestsDslTests.kt
index d96b57af24..72c5ff57be 100644
--- a/config/src/test/kotlin/org/springframework/security/config/web/servlet/AuthorizeRequestsDslTests.kt
+++ b/config/src/test/kotlin/org/springframework/security/config/web/servlet/AuthorizeRequestsDslTests.kt
@@ -20,6 +20,7 @@ import org.junit.Rule
 import org.junit.Test
 import org.springframework.beans.factory.annotation.Autowired
 import org.springframework.context.annotation.Bean
+import org.springframework.context.annotation.Configuration
 import org.springframework.http.HttpMethod
 import org.springframework.security.config.annotation.web.builders.HttpSecurity
 import org.springframework.security.config.annotation.web.configuration.EnableWebSecurity
@@ -42,6 +43,8 @@ import org.springframework.web.bind.annotation.PathVariable
 import org.springframework.web.bind.annotation.RequestMapping
 import org.springframework.web.bind.annotation.RestController
 import org.springframework.web.servlet.config.annotation.EnableWebMvc
+import org.springframework.web.servlet.config.annotation.PathMatchConfigurer
+import org.springframework.web.servlet.config.annotation.WebMvcConfigurer
 
 /**
  * Tests for [AuthorizeRequestsDsl]
@@ -128,7 +131,7 @@ class AuthorizeRequestsDslTests {
 
     @Test
     fun `request when allowed by mvc then responds with OK`() {
-        this.spring.register(AuthorizeRequestsByMvcConfig::class.java).autowire()
+        this.spring.register(AuthorizeRequestsByMvcConfig::class.java, LegacyMvcMatchingConfig::class.java).autowire()
 
         this.mockMvc.get("/path")
                 .andExpect {
@@ -166,6 +169,13 @@ class AuthorizeRequestsDslTests {
         }
     }
 
+    @Configuration
+    open class LegacyMvcMatchingConfig : WebMvcConfigurer {
+        override fun configurePathMatch(configurer: PathMatchConfigurer) {
+            configurer.setUseSuffixPatternMatch(true)
+        }
+    }
+
     @Test
     fun `request when secured by mvc path variables then responds based on path variable value`() {
         this.spring.register(MvcMatcherPathVariablesConfig::class.java).autowire()
diff --git a/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchers.xml b/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchers.xml
index 6e8e79b504..9edc7c8efa 100644
--- a/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchers.xml
+++ b/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchers.xml
@@ -32,7 +32,9 @@
 		<http-basic/>
 	</http>
 
-	<mvc:annotation-driven/>
+	<mvc:annotation-driven>
+		<mvc:path-matching suffix-pattern="true"/>
+	</mvc:annotation-driven>
 
 	<b:bean name="path" class="org.springframework.security.config.http.InterceptUrlConfigTests.PathController"/>
 
diff --git a/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchersServletPath.xml b/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchersServletPath.xml
index ad9f5d9ad3..c8a4cc42e9 100644
--- a/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchersServletPath.xml
+++ b/config/src/test/resources/org/springframework/security/config/http/InterceptUrlConfigTests-MvcMatchersServletPath.xml
@@ -32,7 +32,9 @@
 		<http-basic/>
 	</http>
 
-	<mvc:annotation-driven/>
+	<mvc:annotation-driven>
+		<mvc:path-matching suffix-pattern="true"/>
+	</mvc:annotation-driven>
 
 	<b:bean name="path" class="org.springframework.security.config.http.InterceptUrlConfigTests.PathController"/>