diff --git a/src/main/java/net/frankheijden/serverutils/managers/PluginManager.java b/src/main/java/net/frankheijden/serverutils/managers/PluginManager.java
index d5ca3f2..1517987 100644
--- a/src/main/java/net/frankheijden/serverutils/managers/PluginManager.java
+++ b/src/main/java/net/frankheijden/serverutils/managers/PluginManager.java
@@ -6,12 +6,15 @@ import org.bukkit.Bukkit;
 import org.bukkit.command.Command;
 import org.bukkit.plugin.InvalidPluginException;
 import org.bukkit.plugin.Plugin;
+import org.bukkit.plugin.java.PluginClassLoader;
 
 import java.io.File;
 import java.lang.reflect.InvocationTargetException;
 import java.util.List;
 import java.util.Map;
 
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.set;
+
 public class PluginManager {
 
     public static LoadResult loadPlugin(String jarFile) {
@@ -45,6 +48,7 @@ public class PluginManager {
             Bukkit.getPluginManager().disablePlugin(plugin);
             RSimplePluginManager.getPlugins(Bukkit.getPluginManager()).remove(plugin);
             RSimplePluginManager.removeLookupName(Bukkit.getPluginManager(), plugin.getName());
+            clearClassLoader(RJavaPlugin.getClassLoader(plugin));
             RCraftingManager.removeRecipesFor(plugin);
         } catch (Exception ex) {
             ex.printStackTrace();
@@ -54,6 +58,19 @@ public class PluginManager {
         return Result.SUCCESS;
     }
 
+    public static void clearClassLoader(ClassLoader loader) throws IllegalAccessException {
+        if (loader == null) return;
+        if (loader instanceof PluginClassLoader) {
+            clearClassLoader((PluginClassLoader) loader);
+        }
+    }
+
+    public static void clearClassLoader(PluginClassLoader loader) throws IllegalAccessException {
+        if (loader == null) return;
+        set(RPluginClassLoader.getFields(), loader, "plugin", null);
+        set(RPluginClassLoader.getFields(), loader, "pluginInit", null);
+    }
+
     public static Result enablePlugin(Plugin plugin) {
         if (plugin == null) return Result.NOT_EXISTS;
         if (Bukkit.getPluginManager().isPluginEnabled(plugin.getName())) return Result.ALREADY_ENABLED;
diff --git a/src/main/java/net/frankheijden/serverutils/reflection/RJavaPlugin.java b/src/main/java/net/frankheijden/serverutils/reflection/RJavaPlugin.java
new file mode 100644
index 0000000..4a1ca9b
--- /dev/null
+++ b/src/main/java/net/frankheijden/serverutils/reflection/RJavaPlugin.java
@@ -0,0 +1,32 @@
+package net.frankheijden.serverutils.reflection;
+
+import org.bukkit.plugin.java.JavaPlugin;
+
+import java.lang.reflect.InvocationTargetException;
+import java.lang.reflect.Method;
+import java.util.Map;
+
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.MethodParam.methodOf;
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.VersionParam.ALL_VERSIONS;
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.getAllMethods;
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.invoke;
+
+public class RJavaPlugin {
+
+    private static Class<?> javaPluginClass;
+    private static Map<String, Method> methods;
+
+    static {
+        try {
+            javaPluginClass = JavaPlugin.class;
+            methods = getAllMethods(javaPluginClass,
+                    methodOf("getClassLoader", ALL_VERSIONS));
+        } catch (Exception ex) {
+            ex.printStackTrace();
+        }
+    }
+
+    public static ClassLoader getClassLoader(Object instance) throws InvocationTargetException, IllegalAccessException {
+        return (ClassLoader) invoke(methods, instance, "getClassLoader");
+    }
+}
diff --git a/src/main/java/net/frankheijden/serverutils/reflection/RPluginClassLoader.java b/src/main/java/net/frankheijden/serverutils/reflection/RPluginClassLoader.java
new file mode 100644
index 0000000..0e391e0
--- /dev/null
+++ b/src/main/java/net/frankheijden/serverutils/reflection/RPluginClassLoader.java
@@ -0,0 +1,31 @@
+package net.frankheijden.serverutils.reflection;
+
+import org.bukkit.plugin.java.PluginClassLoader;
+
+import java.lang.reflect.*;
+import java.util.Map;
+
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.FieldParam.fieldOf;
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.VersionParam.ALL_VERSIONS;
+import static net.frankheijden.serverutils.reflection.ReflectionUtils.getAllFields;
+
+public class RPluginClassLoader {
+
+    private static Class<?> pluginClassLoaderClass;
+    private static Map<String, Field> fields;
+
+    static {
+        try {
+            pluginClassLoaderClass = PluginClassLoader.class;
+            fields = getAllFields(pluginClassLoaderClass,
+                    fieldOf("plugin", ALL_VERSIONS),
+                    fieldOf("pluginInit", ALL_VERSIONS));
+        } catch (Exception ex) {
+            ex.printStackTrace();
+        }
+    }
+
+    public static Map<String, Field> getFields() {
+        return fields;
+    }
+}