diff --git a/README.md b/README.md
index 3b8ecb2..af23aaa 100644
--- a/README.md
+++ b/README.md
@@ -66,6 +66,11 @@ Below are the list of availible configuration options (as of 2023/11/08):
   - `You are a helpful voice assistant.` (default)
   - `custom`
 
+- Conversation Mode (URL Param 'conversationMode'):
+
+  - `true` (default)
+  - `false`
+
 _Note: These configuration options are additionally displayed within the console log for convenient reference._
 
 ## Docker
@@ -83,9 +88,8 @@ docker run -d \
     dave
 ```
 
-## Future Features
+## Future Enhancements
 
-- [ ] Support conversations of more than one message/question.
 - [ ] Automatically cut off recording after n seconds of silence.
 
 ## Acknowledgments
diff --git a/index.html b/index.html
index afaa7bb..b7de2b0 100644
--- a/index.html
+++ b/index.html
@@ -137,6 +137,7 @@
         console.info("Voice Models (URL Param 'voiceModel'):", VoiceModel);
         console.info("Chat Models (URL Param 'chatModel'):", ChatModel);
         console.info("Text-to-Speech Models (URL Param 'textToSpeechModel'):", TextToSpeechModel);
+        console.info("Conversation Mode (URL Param 'conversationMode'): true/false");
         console.groupEnd("Configurable Assistant Settings:")
 
         // Get parameters from url
@@ -157,6 +158,9 @@
         const systemMessage = getUrlParam(
             "systemMessage",
         );
+        const conversationMode = getUrlParam(
+            "conversationMode",
+        );
 
         // Create and run assistant object
         const assistant = new Assistant({
@@ -165,6 +169,7 @@
             chatModel: chatModel || ChatModel.GPT_3_5_TURBO,
             textToSpeechModel: textToSpeechModel || TextToSpeechModel.TTS_1,
             systemMessage: systemMessage || "You are a helpful and concise voice assistant.",
+            conversationMode: (conversationMode ?? "").toLowerCase() !== "false",
         });
 
         // Display assistant settings
@@ -174,6 +179,7 @@
         console.info("Chat Model:", assistant.chatModel);
         console.info("Text-to-Speech Model:", assistant.textToSpeechModel);
         console.info("System Message:", assistant.systemMessage);
+        console.info("Conversation Mode:", assistant.conversationMode);
         console.groupEnd("Configured Assistant Settings:")
 
     </script>
diff --git a/js/assistant.js b/js/assistant.js
index 1f72050..3ebee32 100644
--- a/js/assistant.js
+++ b/js/assistant.js
@@ -49,6 +49,8 @@ class Assistant {
   chatModel;
   textToSpeechModel;
   systemMessage;
+  conversationMode;
+  conversation;
   state;
   mediaRecorder;
   mediaStream;
@@ -60,6 +62,7 @@ class Assistant {
    * @param {string} chatModel Selected OpenAI chat model.
    * @param {string} textToSpeechModel Selected OpenAI text-to-speech model.
    * @param {string} systemMessage System message provided alongside prompt to OpenAI chat model.
+   * @param {boolean} conversationMode Conversation mode enabled.
    */
   constructor({
     apiKey,
@@ -67,12 +70,15 @@ class Assistant {
     chatModel,
     textToSpeechModel,
     systemMessage,
+    conversationMode,
   }) {
     this.apiKey = apiKey;
     this.voiceModel = voiceModel;
     this.chatModel = chatModel;
     this.textToSpeechModel = textToSpeechModel;
     this.systemMessage = systemMessage;
+    this.conversationMode = conversationMode;
+    this.conversation = [];
     this.state = State.WAITING;
   }
 
@@ -197,6 +203,25 @@ class Assistant {
     );
 
     try {
+
+      // Reset conversation if not in conversation mode
+      if (!this.conversationMode) {
+        this.conversation = [];
+      }
+
+      // Add system message if configured and conversation empty
+      if (this.systemMessage & this.conversation.length === 0) {
+        conversation.push({
+          role: "system",
+          content: this.systemMessage,
+        });
+      }
+
+      this.conversation.push({
+        role: "user",
+        content: transcription,
+      });
+
       // Send POST request to chat API to get answer to transcription
       const response = await fetch(
         "https://api.openai.com/v1/chat/completions",
@@ -208,16 +233,7 @@ class Assistant {
           },
           body: JSON.stringify({
             model: this.chatModel,
-            messages: [
-              {
-                role: "system",
-                content: this.systemMessage,
-              },
-              {
-                role: "user",
-                content: transcription,
-              },
-            ],
+            messages: this.conversation,
           }),
         }
       );