diff --git a/.changeset/prompt-bubble-outline.md b/.changeset/prompt-bubble-outline.md
new file mode 100644
index 00000000000..b48361de99c
--- /dev/null
+++ b/.changeset/prompt-bubble-outline.md
@@ -0,0 +1,5 @@
+---
+"@kilocode/kilo-jetbrains": patch
+---
+
+Always outline JetBrains prompt bubbles and use a rounder prompt bubble shape.
diff --git a/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/ui/style/SessionUiStyle.kt b/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/ui/style/SessionUiStyle.kt
index 92cbac9d7bb..a365e15f4f2 100644
--- a/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/ui/style/SessionUiStyle.kt
+++ b/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/ui/style/SessionUiStyle.kt
@@ -155,7 +155,7 @@ object SessionUiStyle {
             const val EDITOR_LINES = 1
             const val EDITOR_CHROME = 16
             const val SEND_BUTTON_SIZE = 24
-            const val CORNER_ARC = 6
+            const val CORNER_ARC = 10
             const val FOCUS_WIDTH = 2
             const val PANEL_VERTICAL_PADDING = 8
             const val PANEL_HORIZONTAL_PADDING = 12
diff --git a/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/views/MessageView.kt b/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/views/MessageView.kt
index dbfa7f64c54..ae828059601 100644
--- a/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/views/MessageView.kt
+++ b/packages/kilo-jetbrains/frontend/src/main/kotlin/ai/kilocode/client/session/views/MessageView.kt
@@ -479,10 +479,16 @@ class MessageView(
         val g2 = g.create() as Graphics2D
         try {
             g2.setRenderingHint(RenderingHints.KEY_ANTIALIASING, RenderingHints.VALUE_ANTIALIAS_ON)
-            val arc = JBUI.scale(JBUI.getInt("Button.arc", SessionUiStyle.View.Prompt.CORNER_ARC))
+            val arc = JBUI.scale(SessionUiStyle.View.Prompt.CORNER_ARC)
             val pt = if (box === this) Point() else SwingUtilities.convertPoint(box, Point(), this)
             g2.color = SessionUiStyle.View.Prompt.bgColor(style)
             g2.fillRoundRect(pt.x, pt.y, box.width, box.height, arc, arc)
+            val w = box.width - 1
+            val h = box.height - 1
+            if (w > 0 && h > 0) {
+                g2.color = SessionUiStyle.View.Outline.color()
+                g2.drawRoundRect(pt.x, pt.y, w, h, arc, arc)
+            }
         } finally {
             g2.dispose()
         }
diff --git a/packages/kilo-jetbrains/frontend/src/test/kotlin/ai/kilocode/client/session/ui/SessionMessageListPanelTest.kt b/packages/kilo-jetbrains/frontend/src/test/kotlin/ai/kilocode/client/session/ui/SessionMessageListPanelTest.kt
index f0ab4281236..83eca246a2f 100644
--- a/packages/kilo-jetbrains/frontend/src/test/kotlin/ai/kilocode/client/session/ui/SessionMessageListPanelTest.kt
+++ b/packages/kilo-jetbrains/frontend/src/test/kotlin/ai/kilocode/client/session/ui/SessionMessageListPanelTest.kt
@@ -819,16 +819,13 @@ class SessionMessageListPanelTest : BasePlatformTestCase() {
         message.paint(graphics)
         graphics.dispose()
 
-        // The bubble is a filled code-block surface; it only draws an outline when that fill matches
-        // the session background. Probing the box edges verifies it paints at the wrapped coordinates.
-        val bg = SessionUiStyle.View.Prompt.bgColor(SessionEditorStyle.current())
-        val expected = if (bg.rgb == SessionUiStyle.Colors.sessionBackground().rgb) {
-            SessionUiStyle.View.Outline.color().rgb
-        } else {
-            bg.rgb
-        }
-        assertEquals(expected, Color(image.getRGB(point.x + box.width / 2, point.y), true).rgb)
-        assertEquals(expected, Color(image.getRGB(point.x + box.width / 2, point.y + box.height - 1), true).rgb)
+        // The bubble always draws an outline; probing the box edges verifies it paints at the
+        // wrapped coordinates, while the center remains the prompt fill surface.
+        val outline = SessionUiStyle.View.Outline.color().rgb
+        val fill = SessionUiStyle.View.Prompt.bgColor(SessionEditorStyle.current()).rgb
+        assertEquals(outline, Color(image.getRGB(point.x + box.width / 2, point.y), true).rgb)
+        assertEquals(outline, Color(image.getRGB(point.x + box.width / 2, point.y + box.height - 1), true).rgb)
+        assertEquals(fill, Color(image.getRGB(point.x + box.width / 2, point.y + box.height / 2), true).rgb)
     }
 
     fun `test created ContentDelta is not double applied`() {