diff --git a/html/kidsai/script-new.js b/html/kidsai/script-new.js
index a7ad501..984ac80 100644
--- a/html/kidsai/script-new.js
+++ b/html/kidsai/script-new.js
@@ -658,16 +658,22 @@ class KidsAIExplorer {
             const isPureDontKnow = (hasDontKnowPhrase || isOnlyWhyQuestion || answer.trim().length < 5) && !hasSubstantialThinking && !isExpressingConfusion && !isAskingForHelp;
 
             // Check conversation history for repeated "don't know" responses
-            const conversationHistory = Array.from(this.conversationContainer.querySelectorAll('.user-message .message-content p'))
-                .map(p => p.textContent.toLowerCase().trim())
-                .slice(-3); // Last 3 user responses
+            const conversationHistory = Array.from(this.conversationContainer.querySelectorAll('.user-message .message-content'))
+                .map(el => el.textContent.toLowerCase().trim())
+                .slice(-4); // Last 4 user responses
+            
+            console.log('🔍 Recent conversation history:', conversationHistory);
             
             const recentDontKnowCount = conversationHistory.filter(msg => 
                 msg.includes('weiß nicht') || msg.includes('weis nicht') || msg.includes('weiss nicht') ||
-                msg.includes("don't know") || msg.includes('i dont know') || msg.includes('keine ahnung')
+                msg.includes("don't know") || msg.includes('i dont know') || msg.includes('keine ahnung') ||
+                msg.includes('das weiß ich nicht') || msg.includes('das weiss ich nicht') || 
+                msg.includes('das weis ich nicht') || msg.includes('weiß ich auch nicht')
             ).length;
             
-            // If child has said "don't know" multiple times recently, they need help
+            console.log(`🔢 Recent "don't know" count: ${recentDontKnowCount}`);
+            
+            // If child has said "don't know" 2 or more times recently, they need help
             const needsExplanationDueToRepeatedDontKnow = recentDontKnowCount >= 2;
 
             // Check if child is asking for a definition or explanation
diff --git a/html/kidsai/server.js b/html/kidsai/server.js
index 118c8d5..e919348 100755
--- a/html/kidsai/server.js
+++ b/html/kidsai/server.js
@@ -706,6 +706,61 @@ The child is asking for a definition, explanation, or clarification about locati
         // Create contextual prompt for responding to the user's answer (existing logic)
         const isGerman = language === 'de';
         
+        // Check if this looks like a repeated "don't know" scenario
+        const answerLowerChat = answer.toLowerCase().trim();
+        const isDontKnowResponse = answerLowerChat.includes("don't know") || answerLowerChat.includes("weiß nicht") || 
+                                  answerLowerChat.includes("weis nicht") || answerLowerChat.includes("weiss nicht") ||
+                                  answerLowerChat.includes("keine ahnung") || answerLowerChat.includes("ich weiß es nicht") ||
+                                  answerLowerChat.includes("das weiß ich nicht") || answerLowerChat.includes("weiß ich auch nicht");
+        
+        console.log(`🔍 Answer analysis - isDontKnow: ${isDontKnowResponse}, answer: "${answer}"`);
+        
+        // If this is a "don't know" response and we're in a loop, provide explanation
+        if (isDontKnowResponse && (context === 'repeated_dont_know' || instructions.includes('mehrmals') || instructions.includes('multiple times'))) {
+            console.log('🎯 Detected repeated "don\'t know" - providing explanation instead of more questions');
+            
+            const explanationPrompt = isGerman ?
+                `Das Kind braucht jetzt eine klare Erklärung, da es mehrmals "weiß nicht" gesagt hat.
+
+URSPRÜNGLICHE FRAGE: "${originalTopic || question}"
+CONTEXT: Wiederholte "weiß nicht" Antworten
+
+Gib eine einfache, verständliche Erklärung für Kinder. Verwende Beispiele aus dem Alltag. Erkläre Schritt für Schritt. Keine weiteren Fragen - das Kind braucht jetzt Wissen!` :
+                `The child needs a clear explanation now since they've said "don't know" multiple times.
+
+ORIGINAL QUESTION: "${originalTopic || question}"
+CONTEXT: Repeated "don't know" responses
+
+Give a simple, understandable explanation for children. Use everyday examples. Explain step by step. No more questions - the child needs knowledge now!`;
+
+            try {
+                const completion = await openai.chat.completions.create({
+                    model: "gpt-4o-mini",
+                    messages: [
+                        {
+                            role: "system",
+                            content: explanationPrompt
+                        }
+                    ],
+                    max_tokens: 300,
+                    temperature: 0.6
+                });
+
+                const aiResponse = completion.choices[0]?.message?.content?.trim();
+                
+                if (aiResponse && aiResponse.length > 10) {
+                    console.log('✅ OpenAI explanation for repeated "don\'t know" generated successfully');
+                    return res.json({
+                        success: true,
+                        response: aiResponse,
+                        source: 'OpenAI GPT-4o-mini (Repeated Don\'t Know Explanation)'
+                    });
+                }
+            } catch (openaiError) {
+                console.log('❌ OpenAI error for repeated don\'t know explanation:', openaiError.message);
+            }
+        }
+        
         const contextualPrompt = isGerman ? 
             `Du bist ein Socratic Lernbegleiter für Kinder. Ein Kind hat gerade auf eine Frage geantwortet.