diff --git a/jOOQ-codegen/src/main/java/org/jooq/util/GenerationUtil.java b/jOOQ-codegen/src/main/java/org/jooq/util/GenerationUtil.java
index f5ed699a9b..3468a60592 100644
--- a/jOOQ-codegen/src/main/java/org/jooq/util/GenerationUtil.java
+++ b/jOOQ-codegen/src/main/java/org/jooq/util/GenerationUtil.java
@@ -191,6 +191,32 @@ class GenerationUtil {
         ','
     )));
 
+    private static Set<String> WINDOWS_FORBIDDEN = unmodifiableSet(new HashSet<String>(asList(
+        "CON",
+        "PRN",
+        "AUX",
+        "CLOCK$",
+        "NUL",
+        "COM1",
+        "COM2",
+        "COM3",
+        "COM4",
+        "COM5",
+        "COM6",
+        "COM7",
+        "COM8",
+        "COM9",
+        "LPT1",
+        "LPT2",
+        "LPT3",
+        "LPT4",
+        "LPT5",
+        "LPT6",
+        "LPT7",
+        "LPT8",
+        "LPT9"
+    )));
+
     /**
      * Take a character and determine if it's a valid "Scala Letter"
      * http://www.scala-lang.org/files/archive/spec/2.11/01-lexical-syntax.html
@@ -233,12 +259,25 @@ class GenerationUtil {
      * Letters, which include lower case letters (Ll), upper case letters (Lu), titlecase letters (Lt), other letters (Lo), letter numerals (Nl) and the two characters \u0024 ‘$’ and \u005F ‘_’, which both count as upper case letters.
      *
      * Character.isLetter handles the Ll, Lu, Lt, Lo, and Nl, supplement with _ and $
-     *
      */
     private static Boolean isScalaIdentifierPart(char c) {
         return isScalaIdentifierStart(c) || Character.isDigit(c);
     }
 
+    /**
+     * Take a name and escape it if it is a Windows forbidden name like
+     * <code>CON</code> or <code>AUX</code>.
+     *
+     * @see <a href="https://github.com/jOOQ/jOOQ/issues/5596">#5596</a>
+     */
+    public static String escapeWindowsForbiddenNames(String name) {
+        return name == null
+             ? null
+             : WINDOWS_FORBIDDEN.contains(name.toUpperCase())
+             ? name + "_"
+             : name;
+    }
+
     /**
      * Take a literal (e.g. database column) and make it a Java identifier to be
      * used without case-change as an enum identifier
diff --git a/jOOQ-codegen/src/main/java/org/jooq/util/GeneratorStrategyWrapper.java b/jOOQ-codegen/src/main/java/org/jooq/util/GeneratorStrategyWrapper.java
index 290c102345..ec8341ec9f 100644
--- a/jOOQ-codegen/src/main/java/org/jooq/util/GeneratorStrategyWrapper.java
+++ b/jOOQ-codegen/src/main/java/org/jooq/util/GeneratorStrategyWrapper.java
@@ -41,6 +41,7 @@
 package org.jooq.util;
 
 import static org.jooq.util.GenerationUtil.convertToIdentifier;
+import static org.jooq.util.GenerationUtil.escapeWindowsForbiddenNames;
 
 import java.io.Serializable;
 import java.lang.reflect.Field;
@@ -322,6 +323,7 @@ class GeneratorStrategyWrapper extends AbstractGeneratorStrategy {
         className = delegate.getJavaClassName(definition, mode);
         className = overload(definition, mode, className);
         className = convertToIdentifier(className, language);
+        className = escapeWindowsForbiddenNames(className);
 
         return className;
     }
@@ -338,6 +340,7 @@ class GeneratorStrategyWrapper extends AbstractGeneratorStrategy {
 
         for (int i = 0; i < split.length; i++) {
             split[i] = convertToIdentifier(split[i], language);
+            split[i] = escapeWindowsForbiddenNames(split[i]);
         }
 
         return StringUtils.join(split, ".");