diff --git a/js/nostr.js b/js/nostr.js
index 964f77f9..648afad3 100644
--- a/js/nostr.js
+++ b/js/nostr.js
@@ -5265,15 +5265,62 @@ export class NostrClient {
         if (isDevMode) {
           console.log("Requesting permissions from NIP-07 extension...");
         }
-        try {
-          await runNip07WithRetry(() => extension.enable(), {
-            label: "extension.enable",
-          });
-        } catch (enableErr) {
+        const requestedPermissionMethods = [
+          "get_public_key",
+          "sign_event",
+          "nip04.encrypt",
+          "nip04.decrypt",
+          "read_relays",
+          "write_relays",
+        ];
+
+        const permissionVariants = [];
+        const objectPermissions = requestedPermissionMethods
+          .map((method) =>
+            typeof method === "string" && method.trim()
+              ? { method: method.trim() }
+              : null,
+          )
+          .filter(Boolean);
+        if (objectPermissions.length) {
+          permissionVariants.push({ permissions: objectPermissions });
+        }
+        const stringPermissions = Array.from(
+          new Set(objectPermissions.map((entry) => entry.method)),
+        );
+        if (stringPermissions.length) {
+          permissionVariants.push({ permissions: stringPermissions });
+        }
+        permissionVariants.push(null);
+
+        let enableError = null;
+        for (const options of permissionVariants) {
+          try {
+            await runNip07WithRetry(
+              () =>
+                options
+                  ? extension.enable(options)
+                  : extension.enable(),
+              { label: "extension.enable" },
+            );
+            enableError = null;
+            break;
+          } catch (error) {
+            enableError = error;
+            if (options && isDevMode) {
+              console.warn(
+                "[nostr] extension.enable request with explicit permissions failed:",
+                error,
+              );
+            }
+          }
+        }
+
+        if (enableError) {
           throw new Error(
-            enableErr && enableErr.message
-              ? enableErr.message
-              : "The NIP-07 extension denied the permission request."
+            enableError && enableError.message
+              ? enableError.message
+              : "The NIP-07 extension denied the permission request.",
           );
         }
       }
diff --git a/tests/nostr-login-permissions.test.mjs b/tests/nostr-login-permissions.test.mjs
new file mode 100644
index 00000000..7ff5ea53
--- /dev/null
+++ b/tests/nostr-login-permissions.test.mjs
@@ -0,0 +1,177 @@
+import "./test-helpers/setup-localstorage.mjs";
+import assert from "node:assert/strict";
+import test from "node:test";
+
+import { nostrClient } from "../js/nostr.js";
+import { accessControl } from "../js/accessControl.js";
+
+const HEX_PUBKEY = "f".repeat(64);
+
+function setupLoginEnvironment({ enableImpl, getPublicKey = HEX_PUBKEY } = {}) {
+  const previousWindow = typeof global.window === "undefined" ? undefined : global.window;
+  const previousGlobalNostr = global.nostr;
+  const previousGlobalNostrTools = global.NostrTools;
+  const previousCanonicalTools = global.__BITVID_CANONICAL_NOSTR_TOOLS__;
+  const previousNostrToolsReady = global.nostrToolsReady;
+
+  const windowRef = previousWindow ?? global;
+  global.window = windowRef;
+
+  const previousWindowNostr = previousWindow?.nostr;
+  const previousWindowNostrTools = previousWindow?.NostrTools;
+
+  const enableCalls = [];
+  const nostrStub = {
+    enable: (options) => {
+      enableCalls.push(options);
+      if (typeof enableImpl === "function") {
+        return Promise.resolve(enableImpl(options, enableCalls.length));
+      }
+      return Promise.resolve();
+    },
+    getPublicKey: () => Promise.resolve(getPublicKey),
+  };
+
+  windowRef.nostr = nostrStub;
+  global.nostr = nostrStub;
+
+  const toolkitStub = {
+    nip19: {
+      npubEncode: (hex) => `npub${hex}`,
+    },
+  };
+
+  windowRef.NostrTools = toolkitStub;
+  global.NostrTools = toolkitStub;
+  global.__BITVID_CANONICAL_NOSTR_TOOLS__ = toolkitStub;
+  global.nostrToolsReady = Promise.resolve({ ok: true, value: toolkitStub });
+
+  const originalAccessControl = {
+    canAccess: accessControl.canAccess,
+    getWhitelist: accessControl.getWhitelist,
+    getBlacklist: accessControl.getBlacklist,
+    isBlacklisted: accessControl.isBlacklisted,
+  };
+
+  accessControl.canAccess = () => true;
+  accessControl.getWhitelist = () => [];
+  accessControl.getBlacklist = () => [];
+  accessControl.isBlacklisted = () => false;
+
+  return {
+    enableCalls,
+    restore() {
+      accessControl.canAccess = originalAccessControl.canAccess;
+      accessControl.getWhitelist = originalAccessControl.getWhitelist;
+      accessControl.getBlacklist = originalAccessControl.getBlacklist;
+      accessControl.isBlacklisted = originalAccessControl.isBlacklisted;
+
+      if (previousWindow === undefined) {
+        delete global.window;
+      } else {
+        global.window = previousWindow;
+        if (previousWindow) {
+          previousWindow.nostr = previousWindowNostr;
+          previousWindow.NostrTools = previousWindowNostrTools;
+        }
+      }
+
+      if (previousGlobalNostr === undefined) {
+        delete global.nostr;
+      } else {
+        global.nostr = previousGlobalNostr;
+      }
+
+      if (previousGlobalNostrTools === undefined) {
+        delete global.NostrTools;
+      } else {
+        global.NostrTools = previousGlobalNostrTools;
+      }
+
+      global.__BITVID_CANONICAL_NOSTR_TOOLS__ = previousCanonicalTools;
+
+      if (previousNostrToolsReady === undefined) {
+        delete global.nostrToolsReady;
+      } else {
+        global.nostrToolsReady = previousNostrToolsReady;
+      }
+    },
+  };
+}
+
+test("NIP-07 login requests decrypt permissions upfront", async () => {
+  const env = setupLoginEnvironment();
+  try {
+    const pubkey = await nostrClient.login();
+    assert.equal(pubkey, HEX_PUBKEY);
+    assert.ok(env.enableCalls.length >= 1, "extension.enable should be invoked");
+    const firstCall = env.enableCalls[0];
+    assert.equal(typeof firstCall, "object");
+    assert.ok(Array.isArray(firstCall.permissions), "permissions array should be provided");
+    const methods = firstCall.permissions.map((entry) =>
+      typeof entry === "string" ? entry : entry?.method,
+    );
+    assert.ok(methods.includes("nip04.decrypt"), "nip04.decrypt permission should be requested");
+    assert.ok(methods.includes("nip04.encrypt"), "nip04.encrypt permission should be requested");
+    assert.ok(methods.includes("sign_event"), "sign_event permission should be requested");
+  } finally {
+    env.restore();
+    nostrClient.logout();
+  }
+});
+
+test("NIP-07 login falls back when structured permissions fail", async () => {
+  const env = setupLoginEnvironment({
+    enableImpl(options) {
+      if (
+        options &&
+        Array.isArray(options.permissions) &&
+        options.permissions.length &&
+        typeof options.permissions[0] === "object"
+      ) {
+        return Promise.reject(new Error("object permissions unsupported"));
+      }
+      if (options && Array.isArray(options.permissions)) {
+        return Promise.resolve();
+      }
+      return Promise.reject(new Error("unexpected enable invocation"));
+    },
+  });
+
+  try {
+    const pubkey = await nostrClient.login();
+    assert.equal(pubkey, HEX_PUBKEY);
+    assert.equal(env.enableCalls.length >= 2, true, "should retry with alternate payload");
+    const [firstCall, secondCall] = env.enableCalls;
+    assert.ok(Array.isArray(firstCall?.permissions));
+    assert.equal(
+      typeof firstCall.permissions[0],
+      "object",
+      "first attempt should use structured permission objects",
+    );
+    assert.ok(Array.isArray(secondCall?.permissions));
+    assert.equal(
+      typeof secondCall.permissions[0],
+      "string",
+      "second attempt should fall back to string permissions",
+    );
+  } finally {
+    env.restore();
+    nostrClient.logout();
+  }
+});
+
+test("NIP-07 login surfaces enable permission errors", async () => {
+  const env = setupLoginEnvironment({
+    enableImpl() {
+      return Promise.reject(new Error("permission denied"));
+    },
+  });
+
+  try {
+    await assert.rejects(() => nostrClient.login(), /permission denied/);
+  } finally {
+    env.restore();
+    nostrClient.logout();
+  }
+});