diff --git a/packages/kilo-vscode/src/services/cli-backend/http-client.ts b/packages/kilo-vscode/src/services/cli-backend/http-client.ts
index 67101b60cc..6871465b13 100644
--- a/packages/kilo-vscode/src/services/cli-backend/http-client.ts
+++ b/packages/kilo-vscode/src/services/cli-backend/http-client.ts
@@ -485,8 +485,12 @@ export class HttpClient {
   /**
    * Generate a commit message for the current diff in the given directory.
    */
-  async generateCommitMessage(path: string, selectedFiles?: string[]): Promise<string> {
-    const result = await this.request<{ message: string }>("POST", "/commit-message", { path, selectedFiles })
+  async generateCommitMessage(path: string, selectedFiles?: string[], previousMessage?: string): Promise<string> {
+    const result = await this.request<{ message: string }>("POST", "/commit-message", {
+      path,
+      selectedFiles,
+      previousMessage,
+    })
     return result.message
   }
 
diff --git a/packages/kilo-vscode/src/services/commit-message/index.ts b/packages/kilo-vscode/src/services/commit-message/index.ts
index 841bf343b8..8fe63e7794 100644
--- a/packages/kilo-vscode/src/services/commit-message/index.ts
+++ b/packages/kilo-vscode/src/services/commit-message/index.ts
@@ -1,6 +1,9 @@
 import * as vscode from "vscode"
 import type { KiloConnectionService } from "../cli-backend/connection-service"
 
+let lastGeneratedMessage: string | undefined
+let lastWorkspacePath: string | undefined
+
 interface GitRepository {
   inputBox: { value: string }
   rootUri: vscode.Uri
@@ -46,12 +49,16 @@ export function registerCommitMessageService(
 
     const path = folder.uri.fsPath
 
+    const previousMessage = lastWorkspacePath === path ? lastGeneratedMessage : undefined
+
     await vscode.window
       .withProgress(
         { location: vscode.ProgressLocation.SourceControl, title: "Generating commit message..." },
         async () => {
-          const message = await client.generateCommitMessage(path)
+          const message = await client.generateCommitMessage(path, undefined, previousMessage)
           repository.inputBox.value = message
+          lastGeneratedMessage = message
+          lastWorkspacePath = path
           console.log("[Kilo New] Commit message generated successfully")
         },
       )
diff --git a/packages/opencode/src/commit-message/generate.ts b/packages/opencode/src/commit-message/generate.ts
index 99eb8909f9..f5321ace7b 100644
--- a/packages/opencode/src/commit-message/generate.ts
+++ b/packages/opencode/src/commit-message/generate.ts
@@ -136,6 +136,11 @@ export async function generateCommitMessage(request: CommitMessageRequest): Prom
     temperature: 0.3,
   }
 
+  let userMessage = buildUserMessage(ctx)
+  if (request.previousMessage) {
+    userMessage = `IMPORTANT: Generate a COMPLETELY DIFFERENT commit message from the previous one. The previous message was: "${request.previousMessage}". Use a different type, scope, or description approach.\n\n${userMessage}`
+  }
+
   const stream = await LLM.stream({
     agent,
     user: {
@@ -157,7 +162,7 @@ export async function generateCommitMessage(request: CommitMessageRequest): Prom
     messages: [
       {
         role: "user" as const,
-        content: buildUserMessage(ctx),
+        content: userMessage,
       },
     ],
     abort: new AbortController().signal,
diff --git a/packages/opencode/src/commit-message/types.ts b/packages/opencode/src/commit-message/types.ts
index f806adf50c..a356d551b8 100644
--- a/packages/opencode/src/commit-message/types.ts
+++ b/packages/opencode/src/commit-message/types.ts
@@ -3,6 +3,8 @@ export interface CommitMessageRequest {
   path: string
   /** Optional subset of files to include */
   selectedFiles?: string[]
+  /** Previously generated message — when set, the LLM is asked to produce a different one */
+  previousMessage?: string
 }
 
 export interface CommitMessageResponse {
diff --git a/packages/opencode/src/server/routes/commit-message.ts b/packages/opencode/src/server/routes/commit-message.ts
index 3b1962b104..8ebc8d8bd5 100644
--- a/packages/opencode/src/server/routes/commit-message.ts
+++ b/packages/opencode/src/server/routes/commit-message.ts
@@ -29,6 +29,10 @@ export const CommitMessageRoutes = lazy(() =>
       z.object({
         path: z.string().meta({ description: "Workspace/repo path" }),
         selectedFiles: z.array(z.string()).optional().meta({ description: "Optional subset of files to include" }),
+        previousMessage: z
+          .string()
+          .optional()
+          .meta({ description: "Previously generated message — triggers regeneration with a different result" }),
       }),
     ),
     async (c) => {