diff --git a/src/common.h b/src/common.h
index e53e4ff..624db32 100644
--- a/src/common.h
+++ b/src/common.h
@@ -160,6 +160,7 @@ struct _xmpp_conn_t {
     xmpp_stream_error_t *stream_error;
 
     sock_t sock;
+    xmpp_sock_t *xsock;
     int ka_timeout; /* TCP keepalive timeout */
     int ka_interval; /* TCP keepalive interval */
 
diff --git a/src/conn.c b/src/conn.c
index 91413d5..12c5932 100644
--- a/src/conn.c
+++ b/src/conn.c
@@ -689,7 +689,8 @@ void conn_disconnect(xmpp_conn_t * const conn)
         tls_free(conn->tls);
         conn->tls = NULL;
     }
-    sock_close(conn->sock);
+    if (conn->sock >= 0)
+        sock_close(conn->sock);
 
     /* fire off connection handler */
     conn->conn_handler(conn, XMPP_CONN_DISCONNECT, conn->error,
@@ -1263,7 +1264,8 @@ static int _conn_connect(xmpp_conn_t * const conn,
     conn->domain = xmpp_strdup(conn->ctx, domain);
     if (!conn->domain) return XMPP_EMEM;
 
-    conn->sock = sock_connect(host, port);
+    conn->xsock = sock_new(conn->ctx, host, port);
+    conn->sock = sock_connect(conn->xsock);
     xmpp_debug(conn->ctx, "xmpp", "sock_connect() to %s:%u returned %d",
                host, port, conn->sock);
     if (conn->sock == -1) return XMPP_EINT;
diff --git a/src/event.c b/src/event.c
index 390d5a1..03fe842 100644
--- a/src/event.c
+++ b/src/event.c
@@ -51,6 +51,18 @@
 #include "common.h"
 #include "parser.h"
 
+static int _connect_next(xmpp_conn_t *conn)
+{
+    sock_close(conn->sock);
+    conn->sock = sock_connect(conn->xsock);
+    if (conn->sock < 0)
+        return -1;
+
+    conn->timeout_stamp = time_stamp();
+
+    return 0;
+}
+
 /** Run the event loop once.
  *  This function will run send any data that has been queued by
  *  xmpp_send and related functions and run through the Strophe even
@@ -180,6 +192,11 @@ void xmpp_run_once(xmpp_ctx_t *ctx, const unsigned long timeout)
                 conn->connect_timeout)
                 FD_SET(conn->sock, &wfds);
             else {
+                ret = _connect_next(conn);
+                if (ret == 0) {
+                    FD_SET(conn->sock, &wfds);
+                    break;
+                }
                 conn->error = ETIMEDOUT;
                 xmpp_info(ctx, "xmpp", "Connection attempt timed out.");
                 conn_disconnect(conn);
@@ -238,6 +255,11 @@ void xmpp_run_once(xmpp_ctx_t *ctx, const unsigned long timeout)
 
                 /* check for error */
                 ret = sock_connect_error(conn->sock);
+                if (ret != 0) {
+                    ret = _connect_next(conn);
+                    if (ret == 0)
+                        break;
+                }
                 if (ret != 0) {
                     /* connection failed */
                     xmpp_debug(ctx, "xmpp", "connection failed, error %d", ret);
diff --git a/src/sock.c b/src/sock.c
index 502725c..ce3fdd9 100644
--- a/src/sock.c
+++ b/src/sock.c
@@ -33,9 +33,17 @@
 #include <fcntl.h>
 #endif
 
+#include "common.h"
 #include "sock.h"
 #include "snprintf.h"
 
+struct _xmpp_sock_t {
+    xmpp_ctx_t *ctx;
+    struct addrinfo *ainfo_list;
+    struct addrinfo *current;
+    sock_t sock;
+};
+
 void sock_initialize(void)
 {
 #ifdef _WIN32
@@ -69,13 +77,23 @@ static int _in_progress(int error)
 #endif
 }
 
-sock_t sock_connect(const char * const host, const unsigned short port)
+xmpp_sock_t *sock_new(xmpp_ctx_t *ctx, const char *host, unsigned short port)
 {
-    sock_t sock;
+    xmpp_sock_t *xsock;
     char service[6];
-    struct addrinfo *res, *ainfo, hints;
+    struct addrinfo hints;
     int err;
 
+    xsock = xmpp_alloc(ctx, sizeof *xsock);
+    if (xsock == NULL) {
+        xmpp_error(ctx, "sock", "Memory allocation error.");
+        return NULL;
+    }
+    xsock->ctx = ctx;
+    xsock->ainfo_list = NULL;
+    xsock->current = NULL;
+    xsock->sock = -1;
+
     xmpp_snprintf(service, 6, "%u", port);
 
     memset(&hints, 0, sizeof(struct addrinfo));
@@ -86,11 +104,33 @@ sock_t sock_connect(const char * const host, const unsigned short port)
     hints.ai_protocol = IPPROTO_TCP;
     hints.ai_socktype = SOCK_STREAM;
 
-    err = getaddrinfo(host, service, &hints, &res);
-    if (err != 0)
-        return -1;
+    err = getaddrinfo(host, service, &hints, &xsock->ainfo_list);
+    if (err != 0) {
+        xmpp_free(ctx, xsock);
+        xsock = NULL;
+    }
+    return xsock;
+}
 
-    for (ainfo = res; ainfo != NULL; ainfo = ainfo->ai_next) {
+void sock_free(xmpp_sock_t *xsock)
+{
+    if (xsock->ainfo_list != NULL)
+        freeaddrinfo(xsock->ainfo_list);
+    xmpp_free(xsock->ctx, xsock);
+}
+
+sock_t sock_connect(xmpp_sock_t *xsock)
+{
+    struct addrinfo *ainfo;
+    sock_t sock = -1;
+    int err;
+
+    if (xsock->current == NULL)
+        ainfo = xsock->ainfo_list;
+    else
+        ainfo = xsock->current->ai_next;
+
+    for (; ainfo != NULL; ainfo = ainfo->ai_next) {
         sock = socket(ainfo->ai_family, ainfo->ai_socktype, ainfo->ai_protocol);
         if (sock < 0)
             continue;
@@ -103,9 +143,13 @@ sock_t sock_connect(const char * const host, const unsigned short port)
         }
         sock_close(sock);
     }
-    freeaddrinfo(res);
-    sock = ainfo == NULL ? -1 : sock;
 
+    xsock->sock = sock;
+    xsock->current = ainfo;
+    if (ainfo == NULL) {
+        freeaddrinfo(xsock->ainfo_list);
+        xsock->ainfo_list = NULL;
+    }
     return sock;
 }
 
diff --git a/src/sock.h b/src/sock.h
index e612bea..77dced5 100644
--- a/src/sock.h
+++ b/src/sock.h
@@ -25,12 +25,16 @@ typedef int sock_t;
 typedef SOCKET sock_t;
 #endif
 
+typedef struct _xmpp_sock_t xmpp_sock_t;
+
 void sock_initialize(void);
 void sock_shutdown(void);
 
 int sock_error(void);
 
-sock_t sock_connect(const char * const host, const unsigned short port);
+xmpp_sock_t *sock_new(xmpp_ctx_t *ctx, const char *host, unsigned short port);
+void sock_free(xmpp_sock_t *xsock);
+sock_t sock_connect(xmpp_sock_t *xsock);
 int sock_close(const sock_t sock);
 
 int sock_set_blocking(const sock_t sock);