diff --git a/src/router.ts b/src/router.ts
index 4a0be8f..cd5057a 100644
--- a/src/router.ts
+++ b/src/router.ts
@@ -107,30 +107,43 @@ export async function routeMessage(
       message.author.username
     );
 
+    // Sanitize the full response once, then use the sanitized version
+    // for both Discord output and conversation history storage.
+    // This prevents a feedback loop where raw paths in stored history
+    // get fed back to the agent as context, causing it to reproduce them.
+    const sanitizeOpts = {
+      repoRoot: workspace.workspace_path,
+      home: os.homedir(),
+    };
+    const sanitizedResponse = sanitizeForDiscord(response, sanitizeOpts);
+
     // Split and send response
-    const chunks = splitMessage(response);
+    const chunks = splitMessage(sanitizedResponse);
     let firstMsgId: string | null = null;
 
     for (const chunk of chunks) {
-      const sent = await channel.send(sanitizeForDiscord(chunk, { home: os.homedir() }));
+      const sent = await channel.send(chunk);
       if (!firstMsgId) {
         firstMsgId = sent.id;
       }
     }
 
-    // Store assistant response (use first message id for dedup)
+    // Store sanitized assistant response (use first message id for dedup)
     if (firstMsgId) {
       db.addConversation(
         workspace.id,
         firstMsgId,
         "assistant",
-        response,
+        sanitizedResponse,
         null
       );
     }
   } catch (error) {
     const msg = error instanceof Error ? error.message : "Unbekannter Fehler";
-    const safeMsg = sanitizeForDiscord(`Fehler bei der Verarbeitung: ${msg}`, { home: os.homedir() });
+    const safeMsg = sanitizeForDiscord(`Fehler bei der Verarbeitung: ${msg}`, {
+      repoRoot: workspace.workspace_path,
+      home: os.homedir(),
+    });
     await channel.send(safeMsg).catch(() => {});
   } finally {
     clearInterval(typingInterval);
diff --git a/tests/unit/sanitize-for-discord.test.ts b/tests/unit/sanitize-for-discord.test.ts
index 1d704d3..5a75e42 100644
--- a/tests/unit/sanitize-for-discord.test.ts
+++ b/tests/unit/sanitize-for-discord.test.ts
@@ -64,4 +64,24 @@ describe("sanitizeForDiscord", () => {
     });
     expect(result).toBe("<disclaw>/src/index.ts and ~/other.ts");
   });
+
+  // Windows-style backslash paths are sanitized
+  it("replaces Windows backslash paths", () => {
+    const text = "File at C:\\Users\\dev\\.disclaw\\workspaces\\agent-x\\src\\main.ts";
+    const result = sanitizeForDiscord(text, {
+      repoRoot: "C:\\Users\\dev\\.disclaw\\workspaces\\agent-x",
+      home: "C:\\Users\\dev",
+    });
+    expect(result).toBe("File at <disclaw>\\src\\main.ts");
+  });
+
+  // Mixed slash styles (common on Windows when tools output forward slashes)
+  it("replaces forward-slash variants of Windows paths", () => {
+    const text = "File at C:/Users/dev/.disclaw/workspaces/agent-x/src/main.ts";
+    const result = sanitizeForDiscord(text, {
+      repoRoot: "C:\\Users\\dev\\.disclaw\\workspaces\\agent-x",
+      home: "C:\\Users\\dev",
+    });
+    expect(result).toBe("File at <disclaw>/src/main.ts");
+  });
 });