diff -Naur asterisk-18.5.0-original/include/asterisk/res_pjsip.h asterisk-18.5.0/include/asterisk/res_pjsip.h
--- asterisk-18.5.0-original/include/asterisk/res_pjsip.h	2021-06-24 06:50:57.000000000 -0600
+++ asterisk-18.5.0/include/asterisk/res_pjsip.h	2021-07-14 07:30:17.911381000 -0600
@@ -758,6 +758,8 @@
 	unsigned int nat;
 	/*! Whether to use IPv6 for UDPTL or not */
 	unsigned int ipv6;
+	/*! Bind the UDPTL instance to the media_address */
+	unsigned int bind_udptl_to_media_address;
 };
 
 /*!
diff -Naur asterisk-18.5.0-original/res/res_pjsip/pjsip_configuration.c asterisk-18.5.0/res/res_pjsip/pjsip_configuration.c
--- asterisk-18.5.0-original/res/res_pjsip/pjsip_configuration.c	2021-06-24 06:50:57.000000000 -0600
+++ asterisk-18.5.0/res/res_pjsip/pjsip_configuration.c	2021-07-14 07:30:37.697424000 -0600
@@ -2077,6 +2077,7 @@
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "fax_detect_timeout", "0", OPT_UINT_T, 0, FLDSET(struct ast_sip_endpoint, faxdetect_timeout));
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "t38_udptl_nat", "no", OPT_BOOL_T, 1, FLDSET(struct ast_sip_endpoint, media.t38.nat));
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "t38_udptl_ipv6", "no", OPT_BOOL_T, 1, FLDSET(struct ast_sip_endpoint, media.t38.ipv6));
+	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "t38_bind_udptl_to_media_address", "no", OPT_BOOL_T, 1, FLDSET(struct ast_sip_endpoint, media.t38.bind_udptl_to_media_address));
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "tone_zone", "", OPT_STRINGFIELD_T, 0, STRFLDSET(struct ast_sip_endpoint, zone));
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "language", "", OPT_STRINGFIELD_T, 0, STRFLDSET(struct ast_sip_endpoint, language));
 	ast_sorcery_object_field_register(sip_sorcery, "endpoint", "record_on_feature", "automixmon", OPT_STRINGFIELD_T, 0, STRFLDSET(struct ast_sip_endpoint, info.recording.onfeature));
diff -Naur asterisk-18.5.0-original/res/res_pjsip_t38.c asterisk-18.5.0/res/res_pjsip_t38.c
--- asterisk-18.5.0-original/res/res_pjsip_t38.c	2021-06-24 06:50:57.000000000 -0600
+++ asterisk-18.5.0/res/res_pjsip_t38.c	2021-07-14 07:30:46.170753000 -0600
@@ -255,11 +255,53 @@
 /*! \brief Initializes UDPTL support on a session, only done when actually needed */
 static int t38_initialize_session(struct ast_sip_session *session, struct ast_sip_session_media *session_media)
 {
+	struct ast_sockaddr temp_media_address;
+	struct ast_sockaddr *media_address = &address;
+
 	if (session_media->udptl) {
 		return 0;
 	}
+	
+	if (session->endpoint->media.t38.bind_udptl_to_media_address && !ast_strlen_zero(session->endpoint->media.address)) {
+		if (ast_sockaddr_parse(&temp_media_address, session->endpoint->media.address, 0)) {
+			ast_debug(5, "Endpoint %s: Binding UDPTL media to %s\n",
+				ast_sorcery_object_get_id(session->endpoint),
+				session->endpoint->media.address);
+			media_address = &temp_media_address;
+		} else {
+			ast_debug(5, "Endpoint %s: UDPTL media address invalid: %s\n",
+				ast_sorcery_object_get_id(session->endpoint),
+				session->endpoint->media.address);
+		}
+
+	} else {
+		struct ast_sip_transport *transport;
+
+		transport = ast_sorcery_retrieve_by_id(ast_sip_get_sorcery(), "transport",
+			session->endpoint->transport);
+		if (transport) {
+			struct ast_sip_transport_state *trans_state;
+
+			trans_state = ast_sip_get_transport_state(ast_sorcery_object_get_id(transport));
+			if (trans_state) {
+				char hoststr[PJ_INET6_ADDRSTRLEN];
+
+				pj_sockaddr_print(&trans_state->host, hoststr, sizeof(hoststr), 0);
+				if (ast_sockaddr_parse(&temp_media_address, hoststr, 0)) {
+					ast_debug(5, "Transport %s bound to %s: Using it for UDPTL media.\n",
+						session->endpoint->transport, hoststr);
+					media_address = &temp_media_address;
+				} else {
+					ast_debug(5, "Transport %s bound to %s: Invalid for UDPTL media.\n",
+						session->endpoint->transport, hoststr);
+				}
+				ao2_ref(trans_state, -1);
+			}
+			ao2_ref(transport, -1);
+		}
+	}
 
-	if (!(session_media->udptl = ast_udptl_new_with_bindaddr(NULL, NULL, 0, &address))) {
+	if (!(session_media->udptl = ast_udptl_new_with_bindaddr(NULL, NULL, 0, media_address))) {
 		return -1;
 	}