diff --git a/packages/cli/src/config/trustedFolders.test.ts b/packages/cli/src/config/trustedFolders.test.ts
index 892cd86e4b..a57a946d54 100644
--- a/packages/cli/src/config/trustedFolders.test.ts
+++ b/packages/cli/src/config/trustedFolders.test.ts
@@ -457,6 +457,54 @@ describe('Trusted Folders', () => {
       const folders = loadTrustedFolders();
       expect(folders.isPathTrusted('/any-untrusted-path')).toBe(true);
     });
+
+    it('should return true when a prompt flag is detected in process.argv', async () => {
+      const geminiCore = await import('@google/gemini-cli-core');
+      vi.spyOn(geminiCore, 'isHeadlessMode').mockReturnValue(false);
+
+      const originalArgv = process.argv;
+      process.argv = ['node', 'gemini', '--prompt', 'test'];
+
+      try {
+        expect(isWorkspaceTrusted(mockSettings).isTrusted).toBe(true);
+        const folders = loadTrustedFolders();
+        expect(folders.isPathTrusted('/any-path')).toBe(true);
+      } finally {
+        process.argv = originalArgv;
+      }
+    });
+
+    it('should return true when a positional argument (query/command) is detected', async () => {
+      const geminiCore = await import('@google/gemini-cli-core');
+      vi.spyOn(geminiCore, 'isHeadlessMode').mockReturnValue(false);
+
+      const originalArgv = process.argv;
+      process.argv = ['node', 'gemini', '/pickle'];
+
+      try {
+        expect(isWorkspaceTrusted(mockSettings).isTrusted).toBe(true);
+      } finally {
+        process.argv = originalArgv;
+      }
+    });
+
+    it('should return false (or check config) when no headless indicators are present', async () => {
+      const geminiCore = await import('@google/gemini-cli-core');
+      vi.spyOn(geminiCore, 'isHeadlessMode').mockReturnValue(false);
+
+      const originalArgv = process.argv;
+      process.argv = ['node', 'gemini'];
+
+      try {
+        const config = { '/projectA': TrustLevel.DO_NOT_TRUST };
+        fs.writeFileSync(trustedFoldersPath, JSON.stringify(config), 'utf-8');
+        expect(isWorkspaceTrusted(mockSettings, '/projectA').isTrusted).toBe(
+          false,
+        );
+      } finally {
+        process.argv = originalArgv;
+      }
+    });
   });
 
   describe('Trusted Folders Caching', () => {
diff --git a/packages/cli/src/config/trustedFolders.ts b/packages/cli/src/config/trustedFolders.ts
index 2a808c4c02..50082d7244 100644
--- a/packages/cli/src/config/trustedFolders.ts
+++ b/packages/cli/src/config/trustedFolders.ts
@@ -104,6 +104,28 @@ function getRealPath(location: string): string {
   return realPath;
 }
 
+function isActuallyHeadless(): boolean {
+  if (isHeadlessMode()) {
+    return true;
+  }
+
+  // Sniff for headless mode from process.argv if not already detected by core.
+  // This helps identify "headless" sessions (e.g. running a specific command or query)
+  // that don't need interactive trust prompts.
+  const args = process.argv.slice(2);
+  const doubleDashIndex = args.indexOf('--');
+  const relevantArgs =
+    doubleDashIndex === -1 ? args : args.slice(0, doubleDashIndex);
+
+  return (
+    relevantArgs.includes('-p') ||
+    relevantArgs.includes('--prompt') ||
+    relevantArgs.includes('-q') ||
+    relevantArgs.includes('--query') ||
+    (relevantArgs.length > 0 && !relevantArgs[0].startsWith('-'))
+  );
+}
+
 export class LoadedTrustedFolders {
   constructor(
     readonly user: TrustedFoldersFile,
@@ -128,7 +150,7 @@ export class LoadedTrustedFolders {
     location: string,
     config?: Record<string, TrustLevel>,
   ): boolean | undefined {
-    if (isHeadlessMode()) {
+    if (isActuallyHeadless()) {
       return true;
     }
     const configToUse = config ?? this.user.config;
@@ -358,7 +380,7 @@ export function isWorkspaceTrusted(
   workspaceDir: string = process.cwd(),
   trustConfig?: Record<string, TrustLevel>,
 ): TrustResult {
-  if (isHeadlessMode()) {
+  if (isActuallyHeadless()) {
     return { isTrusted: true, source: undefined };
   }