diff --git a/src/main/java/org/springframework/retry/annotation/RetryConfiguration.java b/src/main/java/org/springframework/retry/annotation/RetryConfiguration.java
index d65ec62..dfb5ee4 100644
--- a/src/main/java/org/springframework/retry/annotation/RetryConfiguration.java
+++ b/src/main/java/org/springframework/retry/annotation/RetryConfiguration.java
@@ -43,6 +43,7 @@ import org.springframework.retry.backoff.Sleeper;
 import org.springframework.retry.interceptor.MethodArgumentsKeyGenerator;
 import org.springframework.retry.interceptor.NewMethodArgumentsIdentifier;
 import org.springframework.retry.policy.RetryContextCache;
+import org.springframework.util.ObjectUtils;
 import org.springframework.util.ReflectionUtils;
 import org.springframework.util.ReflectionUtils.MethodCallback;
 
@@ -172,6 +173,18 @@ public class RetryConfiguration extends AbstractPointcutAdvisor implements Intro
 		public boolean matches(Method method, Class<?> targetClass) {
 			return getClassFilter().matches(targetClass) || this.methodResolver.matches(method, targetClass);
 		}
+		
+		@Override
+		public boolean equals(Object other) {
+			if (this == other) {
+				return true;
+			}
+			if (!(other instanceof AnnotationClassOrMethodPointcut)) {
+				return false;
+			}
+			AnnotationClassOrMethodPointcut otherAdvisor = (AnnotationClassOrMethodPointcut) other;
+			return ObjectUtils.nullSafeEquals(this.methodResolver, otherAdvisor.methodResolver);
+		}
 
 	}
 
diff --git a/src/test/java/org/springframework/retry/annotation/ProxyApplicationTests.java b/src/test/java/org/springframework/retry/annotation/ProxyApplicationTests.java
new file mode 100644
index 0000000..38030c6
--- /dev/null
+++ b/src/test/java/org/springframework/retry/annotation/ProxyApplicationTests.java
@@ -0,0 +1,88 @@
+package org.springframework.retry.annotation;
+
+import static org.junit.Assert.assertEquals;
+
+import java.net.URLClassLoader;
+import java.util.HashSet;
+import java.util.Iterator;
+import java.util.Set;
+import java.util.Vector;
+
+import org.junit.Test;
+import org.springframework.context.ConfigurableApplicationContext;
+import org.springframework.context.annotation.AnnotationConfigApplicationContext;
+import org.springframework.context.annotation.Bean;
+import org.springframework.context.annotation.Configuration;
+import org.springframework.stereotype.Component;
+import org.springframework.test.util.ReflectionTestUtils;
+
+public class ProxyApplicationTests {
+
+	private Set<Class<?>> classes = new HashSet<Class<?>>();
+
+	@Test
+	// See gh-53
+	public void contextLoads() {
+		int count = count();
+		runAndClose();
+		int base = count();
+		runAndClose();
+		count = count();
+		assertEquals("Class leak", base, count);
+		runAndClose();
+		count = count();
+		assertEquals("Class leak", base, count);
+		runAndClose();
+		count = count();
+		assertEquals("Class leak", base, count);
+	}
+
+	@SuppressWarnings("resource")
+	private void runAndClose() {
+		ConfigurableApplicationContext run = new AnnotationConfigApplicationContext(
+				Empty.class);
+		run.close();
+		while (run.getParent() != null) {
+			((ConfigurableApplicationContext) run.getParent()).close();
+			run = (ConfigurableApplicationContext) run.getParent();
+		}
+	}
+
+	private int count() {
+		URLClassLoader classLoader = (URLClassLoader) getClass().getClassLoader();
+		@SuppressWarnings("unchecked")
+		Vector<Class<?>> classes = (Vector<Class<?>>) ReflectionTestUtils
+				.getField(classLoader, "classes");
+		Set<Class<?>> news = new HashSet<Class<?>>();
+		for (Iterator<Class<?>> iterator = classes.iterator(); iterator.hasNext();) {
+			Class<?> cls = (Class<?>) iterator.next();
+			if (!this.classes.contains(cls)) {
+				news.add(cls);
+			}
+		}
+		this.classes.addAll(classes);
+		return classes.size();
+	}
+
+	@Configuration
+	@EnableRetry(proxyTargetClass = true)
+	protected static class Empty {
+
+		@Bean
+		public Service service() {
+			return new Service();
+		}
+
+	}
+
+	@Component
+	static class Service {
+
+		@Retryable
+		public void handle() {
+			System.err.println("Handling");
+		}
+
+	}
+
+}