diff --git a/mysql-test/r/openssl_1.result b/mysql-test/r/openssl_1.result
index 267ee83a56a..0ee74237120 100644
--- a/mysql-test/r/openssl_1.result
+++ b/mysql-test/r/openssl_1.result
@@ -85,3 +85,101 @@ SHOW STATUS LIKE 'Ssl_cipher';
 Variable_name	Value
 Ssl_cipher	AES128-SHA
 mysqltest: Could not open connection 'default': 2026 SSL connection error
+CREATE TABLE t1(a int);
+INSERT INTO t1 VALUES (1), (2);
+
+/*!40101 SET @OLD_CHARACTER_SET_CLIENT=@@CHARACTER_SET_CLIENT */;
+/*!40101 SET @OLD_CHARACTER_SET_RESULTS=@@CHARACTER_SET_RESULTS */;
+/*!40101 SET @OLD_COLLATION_CONNECTION=@@COLLATION_CONNECTION */;
+/*!40101 SET NAMES utf8 */;
+/*!40103 SET @OLD_TIME_ZONE=@@TIME_ZONE */;
+/*!40103 SET TIME_ZONE='+00:00' */;
+/*!40014 SET @OLD_UNIQUE_CHECKS=@@UNIQUE_CHECKS, UNIQUE_CHECKS=0 */;
+/*!40014 SET @OLD_FOREIGN_KEY_CHECKS=@@FOREIGN_KEY_CHECKS, FOREIGN_KEY_CHECKS=0 */;
+/*!40101 SET @OLD_SQL_MODE=@@SQL_MODE, SQL_MODE='NO_AUTO_VALUE_ON_ZERO' */;
+/*!40111 SET @OLD_SQL_NOTES=@@SQL_NOTES, SQL_NOTES=0 */;
+DROP TABLE IF EXISTS `t1`;
+CREATE TABLE `t1` (
+  `a` int(11) default NULL
+);
+
+LOCK TABLES `t1` WRITE;
+/*!40000 ALTER TABLE `t1` DISABLE KEYS */;
+INSERT INTO `t1` VALUES (1),(2);
+/*!40000 ALTER TABLE `t1` ENABLE KEYS */;
+UNLOCK TABLES;
+/*!40103 SET TIME_ZONE=@OLD_TIME_ZONE */;
+
+/*!40101 SET SQL_MODE=@OLD_SQL_MODE */;
+/*!40014 SET FOREIGN_KEY_CHECKS=@OLD_FOREIGN_KEY_CHECKS */;
+/*!40014 SET UNIQUE_CHECKS=@OLD_UNIQUE_CHECKS */;
+/*!40101 SET CHARACTER_SET_CLIENT=@OLD_CHARACTER_SET_CLIENT */;
+/*!40101 SET CHARACTER_SET_RESULTS=@OLD_CHARACTER_SET_RESULTS */;
+/*!40101 SET COLLATION_CONNECTION=@OLD_COLLATION_CONNECTION */;
+/*!40111 SET SQL_NOTES=@OLD_SQL_NOTES */;
+
+
+/*!40101 SET @OLD_CHARACTER_SET_CLIENT=@@CHARACTER_SET_CLIENT */;
+/*!40101 SET @OLD_CHARACTER_SET_RESULTS=@@CHARACTER_SET_RESULTS */;
+/*!40101 SET @OLD_COLLATION_CONNECTION=@@COLLATION_CONNECTION */;
+/*!40101 SET NAMES utf8 */;
+/*!40103 SET @OLD_TIME_ZONE=@@TIME_ZONE */;
+/*!40103 SET TIME_ZONE='+00:00' */;
+/*!40014 SET @OLD_UNIQUE_CHECKS=@@UNIQUE_CHECKS, UNIQUE_CHECKS=0 */;
+/*!40014 SET @OLD_FOREIGN_KEY_CHECKS=@@FOREIGN_KEY_CHECKS, FOREIGN_KEY_CHECKS=0 */;
+/*!40101 SET @OLD_SQL_MODE=@@SQL_MODE, SQL_MODE='NO_AUTO_VALUE_ON_ZERO' */;
+/*!40111 SET @OLD_SQL_NOTES=@@SQL_NOTES, SQL_NOTES=0 */;
+DROP TABLE IF EXISTS `t1`;
+CREATE TABLE `t1` (
+  `a` int(11) default NULL
+);
+
+LOCK TABLES `t1` WRITE;
+/*!40000 ALTER TABLE `t1` DISABLE KEYS */;
+INSERT INTO `t1` VALUES (1),(2);
+/*!40000 ALTER TABLE `t1` ENABLE KEYS */;
+UNLOCK TABLES;
+/*!40103 SET TIME_ZONE=@OLD_TIME_ZONE */;
+
+/*!40101 SET SQL_MODE=@OLD_SQL_MODE */;
+/*!40014 SET FOREIGN_KEY_CHECKS=@OLD_FOREIGN_KEY_CHECKS */;
+/*!40014 SET UNIQUE_CHECKS=@OLD_UNIQUE_CHECKS */;
+/*!40101 SET CHARACTER_SET_CLIENT=@OLD_CHARACTER_SET_CLIENT */;
+/*!40101 SET CHARACTER_SET_RESULTS=@OLD_CHARACTER_SET_RESULTS */;
+/*!40101 SET COLLATION_CONNECTION=@OLD_COLLATION_CONNECTION */;
+/*!40111 SET SQL_NOTES=@OLD_SQL_NOTES */;
+
+
+/*!40101 SET @OLD_CHARACTER_SET_CLIENT=@@CHARACTER_SET_CLIENT */;
+/*!40101 SET @OLD_CHARACTER_SET_RESULTS=@@CHARACTER_SET_RESULTS */;
+/*!40101 SET @OLD_COLLATION_CONNECTION=@@COLLATION_CONNECTION */;
+/*!40101 SET NAMES utf8 */;
+/*!40103 SET @OLD_TIME_ZONE=@@TIME_ZONE */;
+/*!40103 SET TIME_ZONE='+00:00' */;
+/*!40014 SET @OLD_UNIQUE_CHECKS=@@UNIQUE_CHECKS, UNIQUE_CHECKS=0 */;
+/*!40014 SET @OLD_FOREIGN_KEY_CHECKS=@@FOREIGN_KEY_CHECKS, FOREIGN_KEY_CHECKS=0 */;
+/*!40101 SET @OLD_SQL_MODE=@@SQL_MODE, SQL_MODE='NO_AUTO_VALUE_ON_ZERO' */;
+/*!40111 SET @OLD_SQL_NOTES=@@SQL_NOTES, SQL_NOTES=0 */;
+DROP TABLE IF EXISTS `t1`;
+CREATE TABLE `t1` (
+  `a` int(11) default NULL
+);
+
+LOCK TABLES `t1` WRITE;
+/*!40000 ALTER TABLE `t1` DISABLE KEYS */;
+INSERT INTO `t1` VALUES (1),(2);
+/*!40000 ALTER TABLE `t1` ENABLE KEYS */;
+UNLOCK TABLES;
+/*!40103 SET TIME_ZONE=@OLD_TIME_ZONE */;
+
+/*!40101 SET SQL_MODE=@OLD_SQL_MODE */;
+/*!40014 SET FOREIGN_KEY_CHECKS=@OLD_FOREIGN_KEY_CHECKS */;
+/*!40014 SET UNIQUE_CHECKS=@OLD_UNIQUE_CHECKS */;
+/*!40101 SET CHARACTER_SET_CLIENT=@OLD_CHARACTER_SET_CLIENT */;
+/*!40101 SET CHARACTER_SET_RESULTS=@OLD_CHARACTER_SET_RESULTS */;
+/*!40101 SET COLLATION_CONNECTION=@OLD_COLLATION_CONNECTION */;
+/*!40111 SET SQL_NOTES=@OLD_SQL_NOTES */;
+
+SSL error: Unable to get private key from 'MYSQL_TEST_DIR/std_data/client-cert.pem'
+mysqldump: Got error: 2026: SSL connection error when trying to connect
+DROP TABLE t1;
diff --git a/mysql-test/t/openssl_1.test b/mysql-test/t/openssl_1.test
index 2b7bd092507..111c723e19c 100644
--- a/mysql-test/t/openssl_1.test
+++ b/mysql-test/t/openssl_1.test
@@ -170,4 +170,23 @@ SET GLOBAL event_scheduler=0;
 --error 1
 --exec $MYSQL_TEST --ssl-cipher=UNKNOWN-CIPHER < $MYSQLTEST_VARDIR/tmp/test.sql 2>&1
 
+#
+# Bug #27669 mysqldump: SSL connection error when trying to connect
+#
 
+CREATE TABLE t1(a int);
+INSERT INTO t1 VALUES (1), (2);
+
+# Run mysqldump
+--exec $MYSQL_DUMP --skip-create --skip-comments --ssl-key=$MYSQL_TEST_DIR/std_data/client-key.pem --ssl-cert=$MYSQL_TEST_DIR/std_data/client-cert.pem test t1
+
+--exec $MYSQL_DUMP --skip-create --skip-comments --ssl-ca=$MYSQL_TEST_DIR/std_data/cacert.pem --ssl-key=$MYSQL_TEST_DIR/std_data/client-key.pem --ssl-cert=$MYSQL_TEST_DIR/std_data/client-cert.pem test
+
+--exec $MYSQL_DUMP --skip-create --skip-comments --ssl --ssl-ca=$MYSQL_TEST_DIR/std_data/cacert.pem --ssl-key=$MYSQL_TEST_DIR/std_data/client-key.pem --ssl-cert=$MYSQL_TEST_DIR/std_data/client-cert.pem test
+
+# With wrong parameters
+--replace_result $MYSQL_TEST_DIR MYSQL_TEST_DIR
+--error 2
+--exec $MYSQL_DUMP --skip-create --skip-comments --ssl --ssl-cert=$MYSQL_TEST_DIR/std_data/client-cert.pem test 2>&1
+
+DROP TABLE t1;