diff --git a/data/lars.txt b/data/lars.txt
index 690aea23d3..e6b5797d46 100644
--- a/data/lars.txt
+++ b/data/lars.txt
@@ -1,5 +1,4 @@
-D | 0 | return library book | Feb 15 2026
-T | 0 | borrow book
+T | 1 | borrow book
 E | 0 | project meeting | 2026-02-10 | 2026-02-20
 D | 0 | return library book | Feb 15 2026 18:00
 D | 0 | return book | Sunday
@@ -11,3 +10,9 @@ D | 0 | return book | Sunday
 T | 0 | 2103
 D | 0 | return li book | 2026-02-19
 T | 0 | miss mjr
+T | 0 | 11
+T | 0 | 11
+T | 0 | 111
+E | 0 | project meeting | 2026-02-10 | 2026-02-20
+T | 0 | 11
+E | 0 | project meeting | 2026-02-10 | 2026-02-20
diff --git a/src/main/java/DialogBox.java b/src/main/java/DialogBox.java
index 1cfac902c1..9aed6998ff 100644
--- a/src/main/java/DialogBox.java
+++ b/src/main/java/DialogBox.java
@@ -35,7 +35,10 @@ private DialogBox(String text, Image img) {
         dialog.setText(text);
         dialog.setWrapText(true);
         dialog.setMaxWidth(400);
+
         displayPicture.setImage(img);
+
+        dialog.getStyleClass().add("label");
     }
 
     /**
@@ -46,15 +49,21 @@ private void flip() {
         Collections.reverse(tmp);
         getChildren().setAll(tmp);
         setAlignment(Pos.TOP_LEFT);
-        dialog.getStyleClass().add("reply-label");
+        dialog.getStyleClass().add("lars-label");
     }
 
     public static DialogBox getUserDialog(String text, Image img) {
-        return new DialogBox(text, img);
+        var db = new DialogBox(text, img);
+        db.setAlignment(Pos.TOP_RIGHT);
+        db.dialog.getStyleClass().add("user-bubble");
+        return db;
     }
 
     private void changeDialogStyle(String commandType) {
         switch (commandType) {
+        case "Error":
+            dialog.getStyleClass().add("error-bubble");
+            break;
         case "AddCommand":
             dialog.getStyleClass().add("add-label");
             break;
@@ -78,10 +87,15 @@ private void changeDialogStyle(String commandType) {
     public static DialogBox getLarsDialog(String text, Image img, String commandType) {
         var db = new DialogBox(text, img);
         db.flip();
+        db.dialog.getStyleClass().add("lars-bubble");
+
         if (commandType != null) {
             db.changeDialogStyle(commandType);
         }
         return db;
     }
 
+    public void flipToErrorStyle() {
+        dialog.getStyleClass().add("error-bubble");
+    }
 }
diff --git a/src/main/java/MainWindow.java b/src/main/java/MainWindow.java
index 7314a6b4a4..25db2b8364 100644
--- a/src/main/java/MainWindow.java
+++ b/src/main/java/MainWindow.java
@@ -40,6 +40,12 @@ private void handleUserInput() throws LarsException {
         String input = userInput.getText();
         String response = lars.getResponse(input);
         String commandType = lars.getCommandType();
+        DialogBox larsDialog = DialogBox.getLarsDialog(response, larsImage, commandType);
+
+        if ("Error".equals(commandType)) {
+            larsDialog.flipToErrorStyle();
+        }
+
         dialogContainer.getChildren().addAll(
                 DialogBox.getUserDialog(input, userImage),
                 DialogBox.getLarsDialog(response, larsImage, commandType)
diff --git a/src/main/resources/css/dialog-box.css b/src/main/resources/css/dialog-box.css
index c6a5500ed7..adde5e643c 100644
--- a/src/main/resources/css/dialog-box.css
+++ b/src/main/resources/css/dialog-box.css
@@ -1,13 +1,25 @@
 .label {
-    -fx-background-color: linear-gradient(to bottom right, #00ffbf, #00ddff);
-    -fx-border-color: #d55e00 #009e73 #cc79a7 #0072b2;
-    -fx-border-width: 2px;
+    -fx-background-color: #FAFF72;
+    -fx-border-color: rgba(0,0,0,0.08);;
+    -fx-border-width: 1px;
+    -fx-padding: 8 12 8 12;
+    -fx-text-fill: black;
+}
+
+.user-bubble {
+    -fx-background-color: #A7E6FF;
     -fx-background-radius: 1em 1em 0 1em;
     -fx-border-radius: 1em 1em 0 1em;
 }
 
+.lars-bubble {
+    -fx-background-color: #FAFF72;
+    -fx-background-radius: 1em 1em 1em 0;
+    -fx-border-radius: 1em 1em 1em 0;
+}
+
 .add-label {
-    -fx-background-color: yellow;
+    -fx-background-color: #FAFF72;
 }
 
 .marked-label {
@@ -18,9 +30,9 @@
     -fx-background-color: lightpink;
 }
 
-.reply-label {
-    -fx-background-radius: 1em 1em 1em 0;
-    -fx-border-radius: 1em 1em 1em 0;
+.error-bubble {
+    -fx-background-color: #FFEBEE !important;
+    -fx-border-color: #FFCDD2 !important;
 }
 
 #displayPicture {
diff --git a/src/main/resources/css/main.css b/src/main/resources/css/main.css
index 8a1c027bd5..d487569e50 100644
--- a/src/main/resources/css/main.css
+++ b/src/main/resources/css/main.css
@@ -36,7 +36,7 @@
 }
 
 .scroll-bar .thumb {
-    -fx-background-color: #ff9cb4;
+    -fx-background-color: #F4C902;
     -fx-background-radius: 1em;
 }
 
diff --git a/src/main/resources/view/DialogBox.fxml b/src/main/resources/view/DialogBox.fxml
index 252f139623..47ec7efd4a 100644
--- a/src/main/resources/view/DialogBox.fxml
+++ b/src/main/resources/view/DialogBox.fxml
@@ -9,12 +9,12 @@
     <children>
         <Label fx:id="dialog" minHeight="-Infinity" text="Label" wrapText="true">
             <HBox.margin>
-                <Insets left="7.0" right="7.0" />
+                <Insets left="9.0" right="9.0" />
             </HBox.margin>
             <padding>
                 <Insets bottom="6.0" left="6.0" right="6.0" top="6.0" />
             </padding></Label>
-        <ImageView fx:id="displayPicture" fitHeight="99.0" fitWidth="99.0" pickOnBounds="true" preserveRatio="true" />
+        <ImageView fx:id="displayPicture" fitHeight="75.0" fitWidth="75.0" pickOnBounds="true" preserveRatio="true" />
     </children>
     <padding>
         <Insets bottom="15.0" left="5.0" right="5.0" top="15.0" />