From 84987001f0fc7b5a6018c3f54684b780fee204cd Mon Sep 17 00:00:00 2001
From: Jacob Champion <pchampion@vmware.com>
Date: Thu, 18 Nov 2021 15:36:18 -0800
Subject: [PATCH v2 2/2] libpq: allow IP address SANs in server certs

The current implementation supports exactly one IP address in a server
certificate's Common Name, which is brittle (the strings must match
exactly).  This patch adds support for IPv4 and IPv6 addresses in a
server's Subject Alternative Names.

Per discussion on-list:

- If the client's expected host is an IP address, we allow fallback to
  the Subject Common Name if an iPAddress SAN is not present, even if
  a dNSName is present. This matches the behavior of NSS, in violation
  of the relevant RFCs.

- Unlike NSS, we don't map IPv4 to IPv6 addresses, or vice-versa.
---
 src/interfaces/libpq/fe-secure-common.c       | 102 ++++++++++++++++
 src/interfaces/libpq/fe-secure-common.h       |  11 ++
 src/interfaces/libpq/fe-secure-openssl.c      | 114 ++++++++++++++++--
 .../conf/server-cn-and-ip-alt-names.config    |  24 ++++
 src/test/ssl/conf/server-ip-alt-names.config  |  19 +++
 .../conf/server-ip-cn-and-alt-names.config    |  21 ++++
 .../server-ip-cn-and-dns-alt-names.config     |  21 ++++
 src/test/ssl/conf/server-ip-cn-only.config    |  12 ++
 .../ssl/ssl/server-cn-and-ip-alt-names.crt    |  20 +++
 .../ssl/ssl/server-cn-and-ip-alt-names.key    |  27 +++++
 src/test/ssl/ssl/server-ip-alt-names.crt      |  19 +++
 src/test/ssl/ssl/server-ip-alt-names.key      |  27 +++++
 .../ssl/ssl/server-ip-cn-and-alt-names.crt    |  19 +++
 .../ssl/ssl/server-ip-cn-and-alt-names.key    |  27 +++++
 .../ssl/server-ip-cn-and-dns-alt-names.crt    |  20 +++
 .../ssl/server-ip-cn-and-dns-alt-names.key    |  27 +++++
 src/test/ssl/ssl/server-ip-cn-only.crt        |  18 +++
 src/test/ssl/ssl/server-ip-cn-only.key        |  27 +++++
 src/test/ssl/sslfiles.mk                      |   5 +
 src/test/ssl/t/001_ssltests.pl                | 101 +++++++++++++++-
 20 files changed, 647 insertions(+), 14 deletions(-)
 create mode 100644 src/test/ssl/conf/server-cn-and-ip-alt-names.config
 create mode 100644 src/test/ssl/conf/server-ip-alt-names.config
 create mode 100644 src/test/ssl/conf/server-ip-cn-and-alt-names.config
 create mode 100644 src/test/ssl/conf/server-ip-cn-and-dns-alt-names.config
 create mode 100644 src/test/ssl/conf/server-ip-cn-only.config
 create mode 100644 src/test/ssl/ssl/server-cn-and-ip-alt-names.crt
 create mode 100644 src/test/ssl/ssl/server-cn-and-ip-alt-names.key
 create mode 100644 src/test/ssl/ssl/server-ip-alt-names.crt
 create mode 100644 src/test/ssl/ssl/server-ip-alt-names.key
 create mode 100644 src/test/ssl/ssl/server-ip-cn-and-alt-names.crt
 create mode 100644 src/test/ssl/ssl/server-ip-cn-and-alt-names.key
 create mode 100644 src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.crt
 create mode 100644 src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.key
 create mode 100644 src/test/ssl/ssl/server-ip-cn-only.crt
 create mode 100644 src/test/ssl/ssl/server-ip-cn-only.key

diff --git a/src/interfaces/libpq/fe-secure-common.c b/src/interfaces/libpq/fe-secure-common.c
index afa5d133e1..796b78e348 100644
--- a/src/interfaces/libpq/fe-secure-common.c
+++ b/src/interfaces/libpq/fe-secure-common.c
@@ -19,9 +19,13 @@
 
 #include "postgres_fe.h"
 
+#include <netinet/in.h>
+#include <arpa/inet.h>
+
 #include "fe-secure-common.h"
 
 #include "libpq-int.h"
+#include "port.h"
 #include "pqexpbuffer.h"
 
 /*
@@ -144,6 +148,104 @@ pq_verify_peer_name_matches_certificate_name(PGconn *conn,
 	return result;
 }
 
+/*
+ * Check if an IP address from a server's certificate matches the peer's
+ * hostname (which must itself be an IPv4/6 address).
+ *
+ * Returns 1 if the address matches, and 0 if it does not. On error, returns
+ * -1, and sets the libpq error message.
+ *
+ * A string representation of the certificate's IP address is returned in
+ * *store_name. The caller is responsible for freeing it.
+ */
+int
+pq_verify_peer_name_matches_certificate_ip(PGconn *conn,
+										   const char *ipdata, size_t iplen,
+										   char **store_name)
+{
+	char	   *addrstr;
+	int			match = 0;
+	char	   *host = conn->connhost[conn->whichhost].host;
+	int			family;
+	char		tmp[sizeof "ffff:ffff:ffff:ffff:ffff:ffff:255.255.255.255"];
+	char		sebuf[PG_STRERROR_R_BUFLEN];
+
+	*store_name = NULL;
+
+	if (!(host && host[0] != '\0'))
+	{
+		appendPQExpBufferStr(&conn->errorMessage,
+							 libpq_gettext("host name must be specified\n"));
+		return -1;
+	}
+
+	/*
+	 * The data from the certificate is in network byte order. Convert our host
+	 * string to network-ordered bytes as well, for comparison. (The host string
+	 * isn't guaranteed to actually be an IP address, so if this conversion
+	 * fails we need to consider it a mismatch rather than an error.)
+	 */
+	if (iplen == 4)
+	{
+		/* IPv4 */
+		struct in_addr addr;
+
+		family = PGSQL_AF_INET;
+
+		/*
+		 * The use of inet_aton() instead of inet_pton() is deliberate; the
+		 * latter cannot handle alternate IPv4 notations ("numbers-and-dots").
+		 */
+		if (inet_aton(host, &addr))
+		{
+			if (memcmp(ipdata, &addr.s_addr, iplen) == 0)
+				match = 1;
+		}
+	}
+	else if (iplen == 16)
+	{
+		/* IPv6 */
+		unsigned char addr[16];
+
+		family = PGSQL_AF_INET6;
+
+		/*
+		 * pg_inet_net_pton() will accept CIDR masks, which we don't want to
+		 * match, so skip the comparison if the host string contains a slash.
+		 */
+		if (!strchr(host, '/')
+			&& pg_inet_net_pton(PGSQL_AF_INET6, host, addr, -1) == 128)
+		{
+			if (memcmp(ipdata, addr, iplen) == 0)
+				match = 1;
+		}
+	}
+	else
+	{
+		/*
+		 * Not IPv4 or IPv6. We could ignore the field, but leniency seems wrong
+		 * given the subject matter.
+		 */
+		appendPQExpBuffer(&conn->errorMessage,
+						  libpq_gettext("certificate contains IP address with invalid length %lu\n"),
+						  (unsigned long) iplen);
+		return -1;
+	}
+
+	/* Generate a human-readable representation of the certificate's IP. */
+	addrstr = pg_inet_net_ntop(family, ipdata, 8 * iplen, tmp, sizeof(tmp));
+	if (!addrstr)
+	{
+		appendPQExpBuffer(&conn->errorMessage,
+						  libpq_gettext("could not convert certificate's IP address to string: %s\n"),
+						  strerror_r(errno, sebuf, sizeof(sebuf)));
+		return -1;
+	}
+
+	*store_name = strdup(addrstr);
+	return match;
+}
+
 /*
  * Verify that the server certificate matches the hostname we connected to.
  *
diff --git a/src/interfaces/libpq/fe-secure-common.h b/src/interfaces/libpq/fe-secure-common.h
index 2389f6717a..29d4f54230 100644
--- a/src/interfaces/libpq/fe-secure-common.h
+++ b/src/interfaces/libpq/fe-secure-common.h
@@ -18,9 +18,20 @@
 
 #include "libpq-fe.h"
 
+/*
+ * In a frontend build, we can't include inet.h, but we still need to have
+ * sensible definitions of these two constants.  Note that pg_inet_net_ntop()
+ * assumes that PGSQL_AF_INET is equal to AF_INET.
+ */
+#define PGSQL_AF_INET	(AF_INET + 0)
+#define PGSQL_AF_INET6	(AF_INET + 1)
+
 extern int	pq_verify_peer_name_matches_certificate_name(PGconn *conn,
 														 const char *namedata, size_t namelen,
 														 char **store_name);
+extern int	pq_verify_peer_name_matches_certificate_ip(PGconn *conn,
+													   const char *addrdata, size_t addrlen,
+													   char **store_name);
 extern bool pq_verify_peer_name_matches_certificate(PGconn *conn);
 
 #endif							/* FE_SECURE_COMMON_H */
diff --git a/src/interfaces/libpq/fe-secure-openssl.c b/src/interfaces/libpq/fe-secure-openssl.c
index 33f095c12e..479f63197a 100644
--- a/src/interfaces/libpq/fe-secure-openssl.c
+++ b/src/interfaces/libpq/fe-secure-openssl.c
@@ -72,6 +72,9 @@ static int	verify_cb(int ok, X509_STORE_CTX *ctx);
 static int	openssl_verify_peer_name_matches_certificate_name(PGconn *conn,
 															  ASN1_STRING *name,
 															  char **store_name);
+static int	openssl_verify_peer_name_matches_certificate_ip(PGconn *conn,
+															ASN1_OCTET_STRING *addr_entry,
+															char **store_name);
 static void destroy_ssl_system(void);
 static int	initialize_SSL(PGconn *conn);
 static PostgresPollingStatusType open_client_SSL(PGconn *);
@@ -509,6 +512,52 @@ openssl_verify_peer_name_matches_certificate_name(PGconn *conn, ASN1_STRING *nam
 	return pq_verify_peer_name_matches_certificate_name(conn, (const char *) namedata, len, store_name);
 }
 
+/*
+ * OpenSSL-specific wrapper around
+ * pq_verify_peer_name_matches_certificate_ip(), converting the
+ * ASN1_OCTET_STRING into a plain C string.
+ */
+static int
+openssl_verify_peer_name_matches_certificate_ip(PGconn *conn,
+												ASN1_OCTET_STRING *addr_entry,
+												char **store_name)
+{
+	int			len;
+	const unsigned char *addrdata;
+
+	/* Should not happen... */
+	if (addr_entry == NULL)
+	{
+		appendPQExpBufferStr(&conn->errorMessage,
+							 libpq_gettext("SSL certificate's address entry is missing\n"));
+		return -1;
+	}
+
+	/*
+	 * GEN_IPADD is an OCTET STRING containing an IP address in network byte
+	 * order.
+	 */
+#ifdef HAVE_ASN1_STRING_GET0_DATA
+	addrdata = ASN1_STRING_get0_data(addr_entry);
+#else
+	addrdata = ASN1_STRING_data(addr_entry);
+#endif
+	len = ASN1_STRING_length(addr_entry);
+
+	/* OK to cast from unsigned to plain char, since it's all ASCII. */
+	return pq_verify_peer_name_matches_certificate_ip(conn, (const char *) addrdata, len, store_name);
+}
+
+static bool
+is_ip_address(const char *host)
+{
+	struct in_addr	dummy4;
+	unsigned char	dummy6[16];
+
+	return inet_aton(host, &dummy4)
+		|| (pg_inet_net_pton(PGSQL_AF_INET6, host, dummy6, -1) == 128);
+}
+
 /*
  *	Verify that the server certificate matches the hostname we connected to.
  *
@@ -522,6 +571,36 @@ pgtls_verify_peer_name_matches_certificate_guts(PGconn *conn,
 	STACK_OF(GENERAL_NAME) * peer_san;
 	int			i;
 	int			rc = 0;
+	char	   *host = conn->connhost[conn->whichhost].host;
+	int			host_type;
+	bool		check_cn = true;
+
+	Assert(host && host[0]); /* should be guaranteed by caller */
+
+	/*
+	 * We try to match the NSS behavior here, which is a slight departure from
+	 * the spec but seems to make more intuitive sense:
+	 *
+	 * If connhost contains a DNS name, and the certificate's SANs contain any
+	 * dNSName entries, then we'll ignore the Subject Common Name entirely;
+	 * otherwise, we fall back to checking the CN. (This behavior matches the
+	 * RFC.)
+	 *
+	 * If connhost contains an IP address, and the SANs contain iPAddress
+	 * entries, we again ignore the CN. Otherwise, we allow the CN to match,
+	 * EVEN IF there is a dNSName in the SANs. (RFC 6125 prohibits this: "A
+	 * client MUST NOT seek a match for a reference identifier of CN-ID if the
+	 * presented identifiers include a DNS-ID, SRV-ID, URI-ID, or any
+	 * application-specific identifier types supported by the client.")
+	 *
+	 * NOTE: Prior versions of libpq did not consider iPAddress entries at all,
+	 * so this new behavior might break a certificate that has different IP
+	 * addresses in the Subject CN and the SANs.
+	 */
+	if (is_ip_address(host))
+		host_type = GEN_IPADD;
+	else
+		host_type = GEN_DNS;
 
 	/*
 	 * First, get the Subject Alternative Names (SANs) from the certificate,
@@ -537,24 +616,34 @@ pgtls_verify_peer_name_matches_certificate_guts(PGconn *conn,
 		for (i = 0; i < san_len; i++)
 		{
 			const GENERAL_NAME *name = sk_GENERAL_NAME_value(peer_san, i);
+			char	   *alt_name = NULL;
+
+			if (name->type == host_type)
+				check_cn = false;
 
 			if (name->type == GEN_DNS)
 			{
-				char	   *alt_name;
-
 				(*names_examined)++;
 				rc = openssl_verify_peer_name_matches_certificate_name(conn,
 																	   name->d.dNSName,
 																	   &alt_name);
+			}
+			else if (name->type == GEN_IPADD)
+			{
+				(*names_examined)++;
+				rc = openssl_verify_peer_name_matches_certificate_ip(conn,
+																	 name->d.iPAddress,
+																	 &alt_name);
+			}
 
-				if (alt_name)
-				{
-					if (!*first_name)
-						*first_name = alt_name;
-					else
-						free(alt_name);
-				}
+			if (alt_name)
+			{
+				if (!*first_name)
+					*first_name = alt_name;
+				else
+					free(alt_name);
 			}
+
 			if (rc != 0)
 				break;
 		}
@@ -562,13 +651,14 @@ pgtls_verify_peer_name_matches_certificate_guts(PGconn *conn,
 	}
 
 	/*
-	 * If there is no subjectAltName extension of type dNSName, check the
+	 * If there is no subjectAltName extension of the matching type, check the
 	 * Common Name.
 	 *
 	 * (Per RFC 2818 and RFC 6125, if the subjectAltName extension of type
-	 * dNSName is present, the CN must be ignored.)
+	 * dNSName is present, the CN must be ignored. We break this rule if host is
+	 * an IP address; see the comment above.)
 	 */
-	if (*names_examined == 0)
+	if ((rc == 0) && check_cn)
 	{
 		X509_NAME  *subject_name;
 
diff --git a/src/test/ssl/conf/server-cn-and-ip-alt-names.config b/src/test/ssl/conf/server-cn-and-ip-alt-names.config
new file mode 100644
index 0000000000..a6fa09bad3
--- /dev/null
+++ b/src/test/ssl/conf/server-cn-and-ip-alt-names.config
@@ -0,0 +1,24 @@
+# An OpenSSL format CSR config file for creating a server certificate.
+#
+# This certificate contains a CN and SANs for both IPv4 and IPv6.
+
+
+[ req ]
+distinguished_name     = req_distinguished_name
+req_extensions         = v3_req
+prompt                 = no
+
+[ req_distinguished_name ]
+# Note: According to RFC 2818 and 6125, the CN is ignored, when DNS names are
+# present in the SANs. But they are silent on whether the CN is checked when IP
+# addresses are present.
+CN = common-name.pg-ssltest.test
+OU = PostgreSQL test suite
+
+# For Subject Alternative Names
+[ v3_req ]
+subjectAltName = @alt_names
+
+[ alt_names ]
+IP.1 = 192.0.2.1
+IP.2 = 2001:DB8::1
diff --git a/src/test/ssl/conf/server-ip-alt-names.config b/src/test/ssl/conf/server-ip-alt-names.config
new file mode 100644
index 0000000000..c22f22951a
--- /dev/null
+++ b/src/test/ssl/conf/server-ip-alt-names.config
@@ -0,0 +1,19 @@
+# An OpenSSL format CSR config file for creating a server certificate.
+#
+# This certificate has a two IP-address SANs, and no CN.
+
+[ req ]
+distinguished_name     = req_distinguished_name
+req_extensions         = v3_req
+prompt                 = no
+
+[ req_distinguished_name ]
+OU = PostgreSQL test suite
+
+# For Subject Alternative Names
+[ v3_req ]
+subjectAltName = @alt_names
+
+[ alt_names ]
+IP.1 = 192.0.2.1
+IP.2 = 2001:DB8::1
diff --git a/src/test/ssl/conf/server-ip-cn-and-alt-names.config b/src/test/ssl/conf/server-ip-cn-and-alt-names.config
new file mode 100644
index 0000000000..a4087f0a18
--- /dev/null
+++ b/src/test/ssl/conf/server-ip-cn-and-alt-names.config
@@ -0,0 +1,21 @@
+# An OpenSSL format CSR config file for creating a server certificate.
+#
+# This certificate contains both a CN and SANs in IP address format.
+
+
+[ req ]
+distinguished_name     = req_distinguished_name
+req_extensions         = v3_req
+prompt                 = no
+
+[ req_distinguished_name ]
+CN = 192.0.2.1
+OU = PostgreSQL test suite
+
+# For Subject Alternative Names
+[ v3_req ]
+subjectAltName = @alt_names
+
+[ alt_names ]
+IP.1 = 192.0.2.2
+IP.2 = 2001:DB8::1
diff --git a/src/test/ssl/conf/server-ip-cn-and-dns-alt-names.config b/src/test/ssl/conf/server-ip-cn-and-dns-alt-names.config
new file mode 100644
index 0000000000..7121803b49
--- /dev/null
+++ b/src/test/ssl/conf/server-ip-cn-and-dns-alt-names.config
@@ -0,0 +1,21 @@
+# An OpenSSL format CSR config file for creating a server certificate.
+#
+# This certificate contains both a CN and SANs in IP address format.
+
+
+[ req ]
+distinguished_name     = req_distinguished_name
+req_extensions         = v3_req
+prompt                 = no
+
+[ req_distinguished_name ]
+CN = 192.0.2.1
+OU = PostgreSQL test suite
+
+# For Subject Alternative Names
+[ v3_req ]
+subjectAltName = @alt_names
+
+[ alt_names ]
+DNS.1 = dns1.alt-name.pg-ssltest.test
+DNS.2 = dns2.alt-name.pg-ssltest.test
diff --git a/src/test/ssl/conf/server-ip-cn-only.config b/src/test/ssl/conf/server-ip-cn-only.config
new file mode 100644
index 0000000000..585d8bdae8
--- /dev/null
+++ b/src/test/ssl/conf/server-ip-cn-only.config
@@ -0,0 +1,12 @@
+# An OpenSSL format CSR config file for creating a server certificate.
+#
+
+[ req ]
+distinguished_name     = req_distinguished_name
+prompt                 = no
+
+[ req_distinguished_name ]
+CN = 192.0.2.1
+OU = PostgreSQL test suite
+
+# No Subject Alternative Names
diff --git a/src/test/ssl/ssl/server-cn-and-ip-alt-names.crt b/src/test/ssl/ssl/server-cn-and-ip-alt-names.crt
new file mode 100644
index 0000000000..4e58c85ccb
--- /dev/null
+++ b/src/test/ssl/ssl/server-cn-and-ip-alt-names.crt
@@ -0,0 +1,20 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/src/test/ssl/ssl/server-cn-and-ip-alt-names.key b/src/test/ssl/ssl/server-cn-and-ip-alt-names.key
new file mode 100644
index 0000000000..837eef996d
--- /dev/null
+++ b/src/test/ssl/ssl/server-cn-and-ip-alt-names.key
@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----
+MIIEpAIBAAKCAQEA6+8IYKAFnZ7V+fDo1cyMpbGBLzCfJOQ/1o2jOGP4+GjpsZgv
+6S6UT2MheC8MiiEFrYwdsSIZyYc3jEZrluy/UuR0bCGtqU92BCqa0iBLhvHOgjR5
+88u253eLxQtQ8iJn11QPrKMk35nMkmY8GfHt4sGFbvBL6+GpipHq7a6cde3Z+v4k
+CB5dKMYDUDtm3mJmviuGNAu5wOqItk2Yi5dwJs1054007KNH0Il43urxiOfnkLS0
+cG5kehboPf86vxBt3iHByrU/9/DY5IvQCfSXVNa6rb5w5/pGja9aCei6Mv1jQY/V
+8SMQTga+MOsA0WB9akxMi2NxwS2+BQ4k/McPlwIDAQABAoIBAQCuNFKVNdKvrUYF
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+-----END RSA PRIVATE KEY-----
diff --git a/src/test/ssl/ssl/server-ip-alt-names.crt b/src/test/ssl/ssl/server-ip-alt-names.crt
new file mode 100644
index 0000000000..8a1bc620bb
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-alt-names.crt
@@ -0,0 +1,19 @@
+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
diff --git a/src/test/ssl/ssl/server-ip-alt-names.key b/src/test/ssl/ssl/server-ip-alt-names.key
new file mode 100644
index 0000000000..b210b3a991
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-alt-names.key
@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----
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+-----END RSA PRIVATE KEY-----
diff --git a/src/test/ssl/ssl/server-ip-cn-and-alt-names.crt b/src/test/ssl/ssl/server-ip-cn-and-alt-names.crt
new file mode 100644
index 0000000000..2be02feb03
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-and-alt-names.crt
@@ -0,0 +1,19 @@
+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
diff --git a/src/test/ssl/ssl/server-ip-cn-and-alt-names.key b/src/test/ssl/ssl/server-ip-cn-and-alt-names.key
new file mode 100644
index 0000000000..54fe80fc68
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-and-alt-names.key
@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----
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+-----END RSA PRIVATE KEY-----
diff --git a/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.crt b/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.crt
new file mode 100644
index 0000000000..23c06da01c
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.crt
@@ -0,0 +1,20 @@
+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
diff --git a/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.key b/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.key
new file mode 100644
index 0000000000..0ace41e0a1
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-and-dns-alt-names.key
@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----
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+-----END RSA PRIVATE KEY-----
diff --git a/src/test/ssl/ssl/server-ip-cn-only.crt b/src/test/ssl/ssl/server-ip-cn-only.crt
new file mode 100644
index 0000000000..9bf015cf18
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-only.crt
@@ -0,0 +1,18 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/src/test/ssl/ssl/server-ip-cn-only.key b/src/test/ssl/ssl/server-ip-cn-only.key
new file mode 100644
index 0000000000..1966530e72
--- /dev/null
+++ b/src/test/ssl/ssl/server-ip-cn-only.key
@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----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+-----END RSA PRIVATE KEY-----
diff --git a/src/test/ssl/sslfiles.mk b/src/test/ssl/sslfiles.mk
index 270f55a58f..6185cf75aa 100644
--- a/src/test/ssl/sslfiles.mk
+++ b/src/test/ssl/sslfiles.mk
@@ -22,9 +22,14 @@
 # key/certificate pair will be generated for you, signed by the appropriate CA.
 #
 SERVERS := server-cn-and-alt-names \
+	server-cn-and-ip-alt-names \
 	server-cn-only \
+	server-ip-cn-only \
+	server-ip-cn-and-alt-names \
+	server-ip-cn-and-dns-alt-names \
 	server-single-alt-name \
 	server-multiple-alt-names \
+	server-ip-alt-names \
 	server-no-names \
 	server-revoked
 CLIENTS := client client-dn client-revoked client_ext
diff --git a/src/test/ssl/t/001_ssltests.pl b/src/test/ssl/t/001_ssltests.pl
index 779ab66838..a7cce770ed 100644
--- a/src/test/ssl/t/001_ssltests.pl
+++ b/src/test/ssl/t/001_ssltests.pl
@@ -21,7 +21,7 @@ if ($ENV{with_ssl} ne 'openssl')
 }
 else
 {
-	plan tests => 110;
+	plan tests => 135;
 }
 
 #### Some configuration
@@ -253,6 +253,23 @@ $node->connect_fails(
 	  qr/\Qserver certificate for "common-name.pg-ssltest.test" does not match host name "wronghost.test"\E/
 );
 
+# Test with an IP address in the Common Name. This is a strange corner case that
+# nevertheless is supported, as long as the address string matches exactly.
+switch_server_cert($node, 'server-ip-cn-only');
+
+$common_connstr =
+  "user=ssltestuser dbname=trustdb sslcert=invalid sslrootcert=ssl/root+server_ca.crt hostaddr=$SERVERHOSTADDR sslmode=verify-full";
+
+$node->connect_ok("$common_connstr host=192.0.2.1",
+	"IP address in the Common Name");
+
+$node->connect_fails(
+	"$common_connstr host=192.000.002.001",
+	"mismatch between host name and server certificate IP address",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.1" does not match host name "192.000.002.001"\E/
+);
+
 # Test Subject Alternative Names.
 switch_server_cert($node, 'server-multiple-alt-names');
 
@@ -305,7 +322,54 @@ $node->connect_fails(
 	  qr/\Qserver certificate for "single.alt-name.pg-ssltest.test" does not match host name "deep.subdomain.wildcard.pg-ssltest.test"\E/
 );
 
-# Test server certificate with a CN and SANs. Per RFCs 2818 and 6125, the CN
+# Test certificate with IP addresses in the SANs.
+switch_server_cert($node, 'server-ip-alt-names');
+
+$node->connect_ok(
+	"$common_connstr host=192.0.2.1",
+	"host matching an IPv4 address (Subject Alternative Name 1)");
+
+$node->connect_ok(
+	"$common_connstr host=192.000.002.001",
+	"host matching an IPv4 address in alternate form (Subject Alternative Name 1)");
+
+$node->connect_fails(
+	"$common_connstr host=192.0.2.2",
+	"host not matching an IPv4 address (Subject Alternative Name 1)",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.1" (and 1 other name) does not match host name "192.0.2.2"\E/
+);
+
+$node->connect_fails(
+	"$common_connstr host=192.0.2.1/32",
+	"IPv4 host with CIDR mask does not match",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.1" (and 1 other name) does not match host name "192.0.2.1\/32"\E/
+);
+
+$node->connect_ok(
+	"$common_connstr host=2001:DB8::1",
+	"host matching an IPv6 address (Subject Alternative Name 2)");
+
+$node->connect_ok(
+	"$common_connstr host=2001:db8:0:0:0:0:0:1",
+	"host matching an IPv6 address in alternate form (Subject Alternative Name 2)");
+
+$node->connect_fails(
+	"$common_connstr host=::1",
+	"host not matching an IPv6 address (Subject Alternative Name 2)",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.1" (and 1 other name) does not match host name "::1"\E/
+);
+
+$node->connect_fails(
+	"$common_connstr host=2001:DB8::1/128",
+	"IPv6 host with CIDR mask does not match",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.1" (and 1 other name) does not match host name "2001:DB8::1\/128"\E/
+);
+
+# Test server certificate with a CN and DNS SANs. Per RFCs 2818 and 6125, the CN
 # should be ignored when the certificate has both.
 switch_server_cert($node, 'server-cn-and-alt-names');
 
@@ -323,6 +387,39 @@ $node->connect_fails(
 	  qr/\Qserver certificate for "dns1.alt-name.pg-ssltest.test" (and 1 other name) does not match host name "common-name.pg-ssltest.test"\E/
 );
 
+# But we will fall back to check the CN if the SANs contain only IP addresses.
+switch_server_cert($node, 'server-cn-and-ip-alt-names');
+
+$node->connect_ok("$common_connstr host=common-name.pg-ssltest.test",
+	"certificate with both a CN and IP SANs matches CN");
+$node->connect_ok("$common_connstr host=192.0.2.1",
+	"certificate with both a CN and IP SANs matches SAN 1");
+$node->connect_ok("$common_connstr host=2001:db8::1",
+	"certificate with both a CN and IP SANs matches SAN 2");
+
+# And now the same tests, but with IP addresses and DNS names swapped.
+switch_server_cert($node, 'server-ip-cn-and-alt-names');
+
+$node->connect_ok("$common_connstr host=192.0.2.2",
+	"certificate with both an IP CN and IP SANs 1");
+$node->connect_ok("$common_connstr host=2001:db8::1",
+	"certificate with both an IP CN and IP SANs 2");
+$node->connect_fails(
+	"$common_connstr host=192.0.2.1",
+	"certificate with both an IP CN and IP SANs ignores CN",
+	expected_stderr =>
+	  qr/\Qserver certificate for "192.0.2.2" (and 1 other name) does not match host name "192.0.2.1"\E/
+);
+
+switch_server_cert($node, 'server-ip-cn-and-dns-alt-names');
+
+$node->connect_ok("$common_connstr host=192.0.2.1",
+	"certificate with both an IP CN and DNS SANs matches CN");
+$node->connect_ok("$common_connstr host=dns1.alt-name.pg-ssltest.test",
+	"certificate with both an IP CN and DNS SANs matches SAN 1");
+$node->connect_ok("$common_connstr host=dns2.alt-name.pg-ssltest.test",
+	"certificate with both an IP CN and DNS SANs matches SAN 2");
+
 # Finally, test a server certificate that has no CN or SANs. Of course, that's
 # not a very sensible certificate, but libpq should handle it gracefully.
 switch_server_cert($node, 'server-no-names');
-- 
2.25.1

