diff --git a/src/_locales/en/messages.json b/src/_locales/en/messages.json
index a5cc4c20b51..3b2d447c165 100644
--- a/src/_locales/en/messages.json
+++ b/src/_locales/en/messages.json
@@ -1438,6 +1438,12 @@
   "biometricsNotSupportedDesc": {
     "message": "Browser biometrics is not supported on this device."
   },
+  "nativeMessagingPermissionPromptTitle": {
+    "message": "Additional Permission required"
+  },
+  "nativeMessagingPermissionPromptDesc": {
+    "message": "To enable browser biometrics we need to request an additional permission. Once allowed, the browser extension will reload and you may need to unlock your vault again."
+  },
   "nativeMessaginPermissionErrorTitle": {
     "message": "Permission not provided"
   },
diff --git a/src/background/nativeMessaging.background.ts b/src/background/nativeMessaging.background.ts
index f1bcdf148aa..3ac41756e2b 100644
--- a/src/background/nativeMessaging.background.ts
+++ b/src/background/nativeMessaging.background.ts
@@ -35,6 +35,11 @@ export class NativeMessagingBackground {
         private runtimeBackground: RuntimeBackground, private i18nService: I18nService, private userService: UserService,
         private messagingService: MessagingService, private appIdService: AppIdService) {
             this.storageService.save(ConstantsService.biometricFingerprintValidated, false);
+
+            // Reload extension to activate nativeMessaging
+            chrome.permissions.onAdded.addListener((permissions) => {
+                BrowserApi.reloadExtension(null);
+            });
         }
 
     async connect() {
diff --git a/src/popup/settings/settings.component.ts b/src/popup/settings/settings.component.ts
index 6d5d4733154..cddb5c07f8a 100644
--- a/src/popup/settings/settings.component.ts
+++ b/src/popup/settings/settings.component.ts
@@ -214,16 +214,26 @@ export class SettingsComponent implements OnInit {
 
             // Request permission to use the optional permission for nativeMessaging
             if (!this.platformUtilsService.isFirefox()) {
-                const granted = await new Promise((resolve, reject) => {
-                    chrome.permissions.request({permissions: ['nativeMessaging']}, resolve);
+                const hasPermission = await new Promise((resolve) => {
+                    chrome.permissions.contains({permissions: ['nativeMessaging']}, resolve);
                 });
 
-                if (!granted) {
+                if (!hasPermission) {
                     await this.platformUtilsService.showDialog(
-                        this.i18nService.t('nativeMessaginPermissionErrorDesc'), this.i18nService.t('nativeMessaginPermissionErrorTitle'),
+                        this.i18nService.t('nativeMessagingPermissionPromptDesc'), this.i18nService.t('nativeMessagingPermissionPromptTitle'),
                         this.i18nService.t('ok'), null);
-                    this.biometric = false;
-                    return;
+
+                    const granted = await new Promise((resolve, reject) => {
+                        chrome.permissions.request({permissions: ['nativeMessaging']}, resolve);
+                    });
+    
+                    if (!granted) {
+                        await this.platformUtilsService.showDialog(
+                            this.i18nService.t('nativeMessaginPermissionErrorDesc'), this.i18nService.t('nativeMessaginPermissionErrorTitle'),
+                            this.i18nService.t('ok'), null);
+                        this.biometric = false;
+                        return;
+                    }
                 }
             }