diff --git a/config/src/test/groovy/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.groovy b/config/src/test/groovy/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.groovy
deleted file mode 100644
index c114d1cdcb..0000000000
--- a/config/src/test/groovy/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.groovy
+++ /dev/null
@@ -1,53 +0,0 @@
-/*
- * Copyright 2002-2013 the original author or authors.
- *
- * Licensed under the Apache License, Version 2.0 (the "License");
- * you may not use this file except in compliance with the License.
- * You may obtain a copy of the License at
- *
- *      http://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-package org.springframework.security.config.annotation.web.configurers
-
-import org.springframework.context.annotation.Configuration
-import org.springframework.security.config.annotation.AnyObjectPostProcessor
-import org.springframework.security.config.annotation.BaseSpringSpec
-import org.springframework.security.config.annotation.authentication.builders.AuthenticationManagerBuilder
-import org.springframework.security.config.annotation.web.builders.HttpSecurity
-import org.springframework.security.config.annotation.web.configuration.EnableWebSecurity
-import org.springframework.security.config.annotation.web.configuration.WebSecurityConfigurerAdapter
-import org.springframework.security.web.authentication.AnonymousAuthenticationFilter;
-import org.springframework.security.web.authentication.logout.LogoutFilter
-
-/**
- *
- * @author Rob Winch
- */
-class AnonymousConfigurerTests extends BaseSpringSpec {
-
-	def "invoke logout twice does not override"() {
-		when:
-			loadConfig(InvokeTwiceDoesNotOverride)
-		then:
-			findFilter(AnonymousAuthenticationFilter).key == "custom"
-	}
-
-	@EnableWebSecurity
-	static class InvokeTwiceDoesNotOverride extends WebSecurityConfigurerAdapter {
-
-		@Override
-		protected void configure(HttpSecurity http) throws Exception {
-			http
-				.anonymous()
-					.key("custom")
-					.and()
-				.anonymous()
-		}
-	}
-}
diff --git a/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.java b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.java
new file mode 100644
index 0000000000..5e1976ed51
--- /dev/null
+++ b/config/src/test/java/org/springframework/security/config/annotation/web/configurers/AnonymousConfigurerTests.java
@@ -0,0 +1,75 @@
+/*
+ * Copyright 2002-2018 the original author or authors.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *      http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.springframework.security.config.annotation.web.configurers;
+
+import org.junit.Rule;
+import org.junit.Test;
+import org.springframework.beans.factory.annotation.Autowired;
+import org.springframework.security.config.annotation.web.builders.HttpSecurity;
+import org.springframework.security.config.annotation.web.configuration.EnableWebSecurity;
+import org.springframework.security.config.annotation.web.configuration.WebSecurityConfigurerAdapter;
+import org.springframework.security.config.test.SpringTestRule;
+import org.springframework.security.core.annotation.AuthenticationPrincipal;
+import org.springframework.test.web.servlet.MockMvc;
+import org.springframework.web.bind.annotation.GetMapping;
+import org.springframework.web.bind.annotation.RestController;
+import org.springframework.web.servlet.config.annotation.EnableWebMvc;
+
+import static org.springframework.test.web.servlet.request.MockMvcRequestBuilders.get;
+import static org.springframework.test.web.servlet.result.MockMvcResultMatchers.content;
+
+/**
+ * @author Rob Winch
+ * @author Josh Cummings
+ */
+public class AnonymousConfigurerTests {
+	@Rule
+	public final SpringTestRule spring = new SpringTestRule();
+
+	@Autowired
+	private MockMvc mockMvc;
+
+	@Test
+	public void requestWhenAnonymousTwiceInvokedThenDoesNotOverride() throws Exception {
+		this.spring.register(InvokeTwiceDoesNotOverride.class).autowire();
+
+		this.mockMvc.perform(get("/"))
+			.andExpect(content().string("principal"));
+	}
+
+	@EnableWebSecurity
+	@EnableWebMvc
+	static class InvokeTwiceDoesNotOverride extends WebSecurityConfigurerAdapter {
+
+		@Override
+		protected void configure(HttpSecurity http) throws Exception {
+			http
+				.anonymous()
+					.key("key")
+					.principal("principal")
+					.and()
+				.anonymous();
+		}
+
+		@RestController
+		static class PrincipalController {
+			@GetMapping("/")
+			String principal(@AuthenticationPrincipal String principal) {
+				return principal;
+			}
+		}
+	}
+}