diff --git a/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.test.ts b/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.test.ts
index 1add2822a01e9..b0ee5ca7df00a 100644
--- a/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.test.ts
+++ b/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.test.ts
@@ -830,6 +830,22 @@ describe("ClaudeAdapterV2 session permissions", () => {
     assert.equal(result.decisionClassification, "user_reject");
     assert.equal(result.message, "User declined tool execution.");
     assert.equal(result.interrupt, undefined);
+
+    // regression: #27854 bare feedback read to Claude as a tool error, not the user's words
+    const withFeedback = ClaudeAdapterV2.permissionResultFromDecision({
+      toolName: "Bash",
+      decision: "decline",
+      toolInput: { command: "make" },
+      toolUseID: "denied-build",
+      feedback: "  Use the dry-run flag first. ",
+    });
+    assert.equal(withFeedback.behavior, "deny");
+    if (withFeedback.behavior !== "deny") return;
+    assert.equal(withFeedback.decisionClassification, "user_reject");
+    assert.equal(
+      withFeedback.message,
+      "The user declined this tool call and said:\nUse the dry-run flag first.",
+    );
   });
 
   it("forces suggested permission updates to session scope", () => {
diff --git a/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.ts b/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.ts
index 7b63b7efc0b65..9f0ff05f4d6a4 100644
--- a/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.ts
+++ b/apps/server/src/orchestration-v2/Adapters/ClaudeAdapterV2.ts
@@ -3776,13 +3776,14 @@ export function permissionResultFromDecision(input: {
     };
   }
 
+  const feedback = input.feedback?.trim();
   return {
     behavior: "deny",
-    message:
-      input.feedback?.trim() ||
-      (input.decision === "cancel"
+    message: feedback
+      ? `The user declined this tool call and said:\n${feedback}`
+      : input.decision === "cancel"
         ? "User cancelled tool execution."
-        : "User declined tool execution."),
+        : "User declined tool execution.",
     toolUseID: input.toolUseID,
     decisionClassification: "user_reject",
     ...(input.decision === "cancel" ? { interrupt: true } : {}),