diff --git a/whatsapp-gateway/baileys-client.js b/whatsapp-gateway/baileys-client.js
index a19918b..91b43c0 100644
--- a/whatsapp-gateway/baileys-client.js
+++ b/whatsapp-gateway/baileys-client.js
@@ -590,7 +590,26 @@ async function sendMessage(session_key, phone, message, mediaUrl = null, audioBa
         jid = phoneToLid.get(phone);
         console.log(`[LID] Routing reply to ${phone} via LID: ${jid}`);
     } else {
-        jid = `${phone}@s.whatsapp.net`;
+        // Query WhatsApp to resolve the correct JID/LID for this phone number.
+        // This is CRITICAL for newer WhatsApp versions (especially iOS) to prevent
+        // E2EE session conflicts and the "Waiting for this message" decryption delay.
+        try {
+            console.log(`[JID Resolve] Resolving JID for ${phone}...`);
+            const [result] = await sock.onWhatsApp(phone);
+            if (result && result.exists) {
+                jid = result.jid;
+                console.log(`[JID Resolve] Successfully resolved JID for ${phone}: ${jid}`);
+                // Cache it for subsequent messages
+                if (jid.endsWith('@lid')) {
+                    phoneToLid.set(phone, jid);
+                }
+            } else {
+                jid = `${phone}@s.whatsapp.net`;
+            }
+        } catch (err) {
+            console.error(`[JID Resolve] Failed to query onWhatsApp for ${phone}:`, err.message);
+            jid = `${phone}@s.whatsapp.net`;
+        }
     }
     let sentMsg;