diff --git a/includes/class-itk-admin.php b/includes/class-itk-admin.php
index d066d31..2d02445 100644
--- a/includes/class-itk-admin.php
+++ b/includes/class-itk-admin.php
@@ -131,8 +131,10 @@ class ITK_Admin {
                 break;
             case 'save_settings_honeypot':
                 $this->save_settings_form('itk_honeypot', [
-                    'min_time', 'max_time', 'retain_days',
-                ], []);
+                    'min_time', 'max_time', 'retain_days', 'max_links',
+                ], [
+                    'block_url_in_email', 'block_links_new_commenters',
+                ]);
                 $this->redirect(['tab' => 'honeypot', 'saved' => 1]);
                 break;
             case 'save_settings_waf':
@@ -847,6 +849,34 @@ class ITK_Admin {
                 </form>
             </section>
 
+            <section class="itk-card">
+                <h2>Comment Spam Content</h2>
+                <p class="description" style="margin-bottom:16px">Content-based rules that catch spam comments that pass the honeypot and timing checks.</p>
+                <?php
+                $content_toggles = [
+                    'block_url_in_email'         => ['Block URL in Email Field',        'Block comments where the email field contains a URL instead of a real address'],
+                    'block_links_new_commenters' => ['Block Links from New Commenters', 'Block any comment with a URL or website from an author with zero approved comments'],
+                ];
+                foreach ($content_toggles as $key => [$label, $desc]):
+                    $this->render_toggle('itk_honeypot', $key, $label, $desc, $opts);
+                endforeach;
+                ?>
+                <form method="post" action="options-general.php?page=<?= self::MENU_SLUG ?>&tab=honeypot" style="margin-top:16px">
+                    <?php wp_nonce_field(self::NONCE_ACTION); ?>
+                    <input type="hidden" name="itk_action" value="save_settings_honeypot">
+                    <table class="form-table">
+                        <tr>
+                            <th>Max Links per Comment</th>
+                            <td>
+                                <input type="number" name="itk_honeypot[max_links]" value="<?= (int)($opts['max_links'] ?? 2) ?>" min="0" max="20">
+                                <p class="description">Block comments with more than this many URLs. Set 0 to disable.</p>
+                            </td>
+                        </tr>
+                    </table>
+                    <?php submit_button('Save Content Rules'); ?>
+                </form>
+            </section>
+
             <?php
             /* ── Central Honeypot API card ────────────────── */
             $hp_api   = ITK_HP_API::settings();
diff --git a/includes/class-itk-honeypot.php b/includes/class-itk-honeypot.php
index b5cbc3e..a96e558 100644
--- a/includes/class-itk-honeypot.php
+++ b/includes/class-itk-honeypot.php
@@ -193,9 +193,55 @@ class ITK_Honeypot {
         if (!$this->check_honeypot('comment')) {
             wp_die('Spam detected. Please go back and try again.', 'Spam Blocked', ['response' => 403]);
         }
+        if (!$this->check_comment_content($comment_data)) {
+            wp_die('Your comment was flagged as spam. Please remove any links and try again.', 'Spam Blocked', ['response' => 403]);
+        }
         return $comment_data;
     }
 
+    /* ── Comment content spam checks ─────────────────────────── */
+
+    private function check_comment_content(array $data): bool {
+        if (ITK_Whitelist::allowed()) return true;
+
+        $email   = trim($data['comment_author_email'] ?? '');
+        $content = $data['comment_content'] ?? '';
+        $url     = trim($data['comment_author_url'] ?? '');
+
+        // 1. URL in email field — real emails never contain / or ?
+        if (!empty(self::$opts['block_url_in_email']) && $email !== '') {
+            $is_url_in_email = !filter_var($email, FILTER_VALIDATE_EMAIL)
+                && preg_match('#(https?://|[a-z0-9-]+\.[a-z]{2,}/|[?&]ref=)#i', $email);
+            if ($is_url_in_email) {
+                $this->log_block('comment', 'URL in email field: ' . substr($email, 0, 100));
+                return false;
+            }
+        }
+
+        // 2. Count URLs in comment body
+        $url_count = preg_match_all('#https?://\S+#i', $content);
+        $max_links = (int)(self::$opts['max_links'] ?? 2);
+        if ($max_links > 0 && $url_count > $max_links) {
+            $this->log_block('comment', "Too many URLs in comment ({$url_count})");
+            return false;
+        }
+
+        // 3. Any URL from a first-time commenter (0 approved comments)
+        if (!empty(self::$opts['block_links_new_commenters']) && ($url_count > 0 || $url !== '')) {
+            $approved = (int) get_comments([
+                'author_email' => $email,
+                'status'       => 'approve',
+                'count'        => true,
+            ]);
+            if ($approved === 0) {
+                $this->log_block('comment', 'Link from first-time commenter');
+                return false;
+            }
+        }
+
+        return true;
+    }
+
     public function validate_login($user, string $username, string $password) {
         if (empty(self::$opts['protect_login'])) return $user;
         if (!empty($username) && !$this->check_honeypot('login')) {
diff --git a/informatiq-toolkit.php b/informatiq-toolkit.php
index 63af885..3b1d361 100644
--- a/informatiq-toolkit.php
+++ b/informatiq-toolkit.php
@@ -149,6 +149,9 @@ class InformatiQ_Toolkit {
                 'min_time'             => 3,
                 'max_time'             => 7200,
                 'retain_days'          => 90,
+                'block_url_in_email'       => 1,
+                'block_links_new_commenters' => 1,
+                'max_links'            => 2,
             ]);
         }