crypto/tls: better error messages.

LGTM=bradfitz
R=golang-codereviews, bradfitz
CC=golang-codereviews
https://golang.org/cl/60580046
diff --git a/src/pkg/crypto/tls/common.go b/src/pkg/crypto/tls/common.go
index 66a36de..3382853 100644
--- a/src/pkg/crypto/tls/common.go
+++ b/src/pkg/crypto/tls/common.go
@@ -9,6 +9,7 @@
 	"crypto"
 	"crypto/rand"
 	"crypto/x509"
+	"fmt"
 	"io"
 	"math/big"
 	"strings"
@@ -540,3 +541,7 @@
 		varDefaultCipherSuites[i] = suite.id
 	}
 }
+
+func unexpectedMessageError(wanted, got interface{}) error {
+	return fmt.Errorf("tls: received unexpected handshake message of type %T when waiting for %T", got, wanted)
+}
diff --git a/src/pkg/crypto/tls/conn.go b/src/pkg/crypto/tls/conn.go
index 17421ee..c33549c 100644
--- a/src/pkg/crypto/tls/conn.go
+++ b/src/pkg/crypto/tls/conn.go
@@ -12,6 +12,7 @@
 	"crypto/subtle"
 	"crypto/x509"
 	"errors"
+	"fmt"
 	"io"
 	"net"
 	"sync"
@@ -518,14 +519,17 @@
 	// else application data.  (We don't support renegotiation.)
 	switch want {
 	default:
-		return c.sendAlert(alertInternalError)
+		c.sendAlert(alertInternalError)
+		return errors.New("tls: unknown record type requested")
 	case recordTypeHandshake, recordTypeChangeCipherSpec:
 		if c.handshakeComplete {
-			return c.sendAlert(alertInternalError)
+			c.sendAlert(alertInternalError)
+			return errors.New("tls: handshake or ChangeCipherSpec requested after handshake complete")
 		}
 	case recordTypeApplicationData:
 		if !c.handshakeComplete {
-			return c.sendAlert(alertInternalError)
+			c.sendAlert(alertInternalError)
+			return errors.New("tls: application data record requested before handshake complete")
 		}
 	}
 
@@ -562,10 +566,12 @@
 	vers := uint16(b.data[1])<<8 | uint16(b.data[2])
 	n := int(b.data[3])<<8 | int(b.data[4])
 	if c.haveVers && vers != c.vers {
-		return c.sendAlert(alertProtocolVersion)
+		c.sendAlert(alertProtocolVersion)
+		return fmt.Errorf("tls: received record with version %x when expecting version %x", vers, c.vers)
 	}
 	if n > maxCiphertext {
-		return c.sendAlert(alertRecordOverflow)
+		c.sendAlert(alertRecordOverflow)
+		return fmt.Errorf("tls: oversized record received with length %d", n)
 	}
 	if !c.haveVers {
 		// First message, be extra suspicious:
@@ -577,7 +583,8 @@
 		// well under a kilobyte.  If the length is >= 12 kB,
 		// it's probably not real.
 		if (typ != recordTypeAlert && typ != want) || vers >= 0x1000 || n >= 0x3000 {
-			return c.sendAlert(alertUnexpectedMessage)
+			c.sendAlert(alertUnexpectedMessage)
+			return fmt.Errorf("tls: first record does not look like a TLS handshake")
 		}
 	}
 	if err := b.readFromUntil(c.conn, recordHeaderLen+n); err != nil {
@@ -990,10 +997,10 @@
 	c.handshakeMutex.Lock()
 	defer c.handshakeMutex.Unlock()
 	if !c.isClient {
-		return errors.New("VerifyHostname called on TLS server connection")
+		return errors.New("tls: VerifyHostname called on TLS server connection")
 	}
 	if !c.handshakeComplete {
-		return errors.New("TLS handshake has not yet been performed")
+		return errors.New("tls: handshake has not yet been performed")
 	}
 	return c.peerCertificates[0].VerifyHostname(host)
 }
diff --git a/src/pkg/crypto/tls/handshake_client.go b/src/pkg/crypto/tls/handshake_client.go
index dbbccfe..fd1303e 100644
--- a/src/pkg/crypto/tls/handshake_client.go
+++ b/src/pkg/crypto/tls/handshake_client.go
@@ -12,6 +12,7 @@
 	"crypto/x509"
 	"encoding/asn1"
 	"errors"
+	"fmt"
 	"io"
 	"net"
 	"strconv"
@@ -126,20 +127,23 @@
 	}
 	serverHello, ok := msg.(*serverHelloMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(serverHello, msg)
 	}
 
 	vers, ok := c.config.mutualVersion(serverHello.vers)
 	if !ok || vers < VersionTLS10 {
 		// TLS 1.0 is the minimum version supported as a client.
-		return c.sendAlert(alertProtocolVersion)
+		c.sendAlert(alertProtocolVersion)
+		return fmt.Errorf("tls: server selected unsupported protocol version %x", serverHello.vers)
 	}
 	c.vers = vers
 	c.haveVers = true
 
 	suite := mutualCipherSuite(c.config.cipherSuites(), serverHello.cipherSuite)
 	if suite == nil {
-		return c.sendAlert(alertHandshakeFailure)
+		c.sendAlert(alertHandshakeFailure)
+		return fmt.Errorf("tls: server selected an unsupported cipher suite")
 	}
 
 	hs := &clientHandshakeState{
@@ -209,7 +213,8 @@
 	}
 	certMsg, ok := msg.(*certificateMsg)
 	if !ok || len(certMsg.certificates) == 0 {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(certMsg, msg)
 	}
 	hs.finishedHash.Write(certMsg.marshal())
 
@@ -218,7 +223,7 @@
 		cert, err := x509.ParseCertificate(asn1Data)
 		if err != nil {
 			c.sendAlert(alertBadCertificate)
-			return errors.New("failed to parse certificate from server: " + err.Error())
+			return errors.New("tls: failed to parse certificate from server: " + err.Error())
 		}
 		certs[i] = cert
 	}
@@ -248,7 +253,8 @@
 	case *rsa.PublicKey, *ecdsa.PublicKey:
 		break
 	default:
-		return c.sendAlert(alertUnsupportedCertificate)
+		c.sendAlert(alertUnsupportedCertificate)
+		return fmt.Errorf("tls: server's certificate contains an unsupported type of public key: %T", certs[0].PublicKey)
 	}
 
 	c.peerCertificates = certs
@@ -260,7 +266,8 @@
 		}
 		cs, ok := msg.(*certificateStatusMsg)
 		if !ok {
-			return c.sendAlert(alertUnexpectedMessage)
+			c.sendAlert(alertUnexpectedMessage)
+			return unexpectedMessageError(cs, msg)
 		}
 		hs.finishedHash.Write(cs.marshal())
 
@@ -371,7 +378,8 @@
 
 	shd, ok := msg.(*serverHelloDoneMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(shd, msg)
 	}
 	hs.finishedHash.Write(shd.marshal())
 
@@ -421,7 +429,8 @@
 			err = errors.New("unknown private key type")
 		}
 		if err != nil {
-			return c.sendAlert(alertInternalError)
+			c.sendAlert(alertInternalError)
+			return errors.New("tls: failed to sign handshake with client certificate: " + err.Error())
 		}
 		certVerify.signature = signed
 
@@ -466,12 +475,13 @@
 	c := hs.c
 
 	if hs.serverHello.compressionMethod != compressionNone {
-		return false, c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return false, errors.New("tls: server selected unsupported compression format")
 	}
 
 	if !hs.hello.nextProtoNeg && hs.serverHello.nextProtoNeg {
 		c.sendAlert(alertHandshakeFailure)
-		return false, errors.New("server advertised unrequested NPN")
+		return false, errors.New("server advertised unrequested NPN extension")
 	}
 
 	if hs.serverResumedSession() {
@@ -497,13 +507,15 @@
 	}
 	serverFinished, ok := msg.(*finishedMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(serverFinished, msg)
 	}
 
 	verify := hs.finishedHash.serverSum(hs.masterSecret)
 	if len(verify) != len(serverFinished.verifyData) ||
 		subtle.ConstantTimeCompare(verify, serverFinished.verifyData) != 1 {
-		return c.sendAlert(alertHandshakeFailure)
+		c.sendAlert(alertHandshakeFailure)
+		return errors.New("tls: server's Finished message was incorrect")
 	}
 	hs.finishedHash.Write(serverFinished.marshal())
 	return nil
@@ -521,7 +533,8 @@
 	}
 	sessionTicketMsg, ok := msg.(*newSessionTicketMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(sessionTicketMsg, msg)
 	}
 	hs.finishedHash.Write(sessionTicketMsg.marshal())
 
diff --git a/src/pkg/crypto/tls/handshake_server.go b/src/pkg/crypto/tls/handshake_server.go
index e441ccb..12e5ff1 100644
--- a/src/pkg/crypto/tls/handshake_server.go
+++ b/src/pkg/crypto/tls/handshake_server.go
@@ -12,6 +12,7 @@
 	"crypto/x509"
 	"encoding/asn1"
 	"errors"
+	"fmt"
 	"io"
 )
 
@@ -100,11 +101,13 @@
 	var ok bool
 	hs.clientHello, ok = msg.(*clientHelloMsg)
 	if !ok {
-		return false, c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return false, unexpectedMessageError(hs.clientHello, msg)
 	}
 	c.vers, ok = config.mutualVersion(hs.clientHello.vers)
 	if !ok {
-		return false, c.sendAlert(alertProtocolVersion)
+		c.sendAlert(alertProtocolVersion)
+		return false, fmt.Errorf("tls: client offered an unsupported, maximum protocol version of %x", hs.clientHello.vers)
 	}
 	c.haveVers = true
 
@@ -142,14 +145,16 @@
 	}
 
 	if !foundCompression {
-		return false, c.sendAlert(alertHandshakeFailure)
+		c.sendAlert(alertHandshakeFailure)
+		return false, errors.New("tls: client does not support uncompressed connections")
 	}
 
 	hs.hello.vers = c.vers
 	hs.hello.random = make([]byte, 32)
 	_, err = io.ReadFull(config.rand(), hs.hello.random)
 	if err != nil {
-		return false, c.sendAlert(alertInternalError)
+		c.sendAlert(alertInternalError)
+		return false, err
 	}
 	hs.hello.secureRenegotiation = hs.clientHello.secureRenegotiation
 	hs.hello.compressionMethod = compressionNone
@@ -166,7 +171,8 @@
 	}
 
 	if len(config.Certificates) == 0 {
-		return false, c.sendAlert(alertInternalError)
+		c.sendAlert(alertInternalError)
+		return false, errors.New("tls: no certificates configured")
 	}
 	hs.cert = &config.Certificates[0]
 	if len(hs.clientHello.serverName) > 0 {
@@ -195,7 +201,8 @@
 	}
 
 	if hs.suite == nil {
-		return false, c.sendAlert(alertHandshakeFailure)
+		c.sendAlert(alertHandshakeFailure)
+		return false, errors.New("tls: no cipher suite supported by both client and server")
 	}
 
 	return false, nil
@@ -345,7 +352,8 @@
 	// certificate message, even if it's empty.
 	if config.ClientAuth >= RequestClientCert {
 		if certMsg, ok = msg.(*certificateMsg); !ok {
-			return c.sendAlert(alertHandshakeFailure)
+			c.sendAlert(alertUnexpectedMessage)
+			return unexpectedMessageError(certMsg, msg)
 		}
 		hs.finishedHash.Write(certMsg.marshal())
 
@@ -372,7 +380,8 @@
 	// Get client key exchange
 	ckx, ok := msg.(*clientKeyExchangeMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(ckx, msg)
 	}
 	hs.finishedHash.Write(ckx.marshal())
 
@@ -389,7 +398,8 @@
 		}
 		certVerify, ok := msg.(*certificateVerifyMsg)
 		if !ok {
-			return c.sendAlert(alertUnexpectedMessage)
+			c.sendAlert(alertUnexpectedMessage)
+			return unexpectedMessageError(certVerify, msg)
 		}
 
 		switch key := pub.(type) {
@@ -469,7 +479,8 @@
 		}
 		nextProto, ok := msg.(*nextProtoMsg)
 		if !ok {
-			return c.sendAlert(alertUnexpectedMessage)
+			c.sendAlert(alertUnexpectedMessage)
+			return unexpectedMessageError(nextProto, msg)
 		}
 		hs.finishedHash.Write(nextProto.marshal())
 		c.clientProtocol = nextProto.proto
@@ -481,13 +492,15 @@
 	}
 	clientFinished, ok := msg.(*finishedMsg)
 	if !ok {
-		return c.sendAlert(alertUnexpectedMessage)
+		c.sendAlert(alertUnexpectedMessage)
+		return unexpectedMessageError(clientFinished, msg)
 	}
 
 	verify := hs.finishedHash.clientSum(hs.masterSecret)
 	if len(verify) != len(clientFinished.verifyData) ||
 		subtle.ConstantTimeCompare(verify, clientFinished.verifyData) != 1 {
-		return c.sendAlert(alertHandshakeFailure)
+		c.sendAlert(alertHandshakeFailure)
+		return errors.New("tls: client's Finished message is incorrect")
 	}
 
 	hs.finishedHash.Write(clientFinished.marshal())
@@ -590,7 +603,8 @@
 		case *ecdsa.PublicKey, *rsa.PublicKey:
 			pub = key
 		default:
-			return nil, c.sendAlert(alertUnsupportedCertificate)
+			c.sendAlert(alertUnsupportedCertificate)
+			return nil, fmt.Errorf("tls: client's certificate contains an unsupported public key of type %T", certs[0].PublicKey)
 		}
 		c.peerCertificates = certs
 		return pub, nil
diff --git a/src/pkg/crypto/tls/handshake_server_test.go b/src/pkg/crypto/tls/handshake_server_test.go
index a8cf462..4f41ab9 100644
--- a/src/pkg/crypto/tls/handshake_server_test.go
+++ b/src/pkg/crypto/tls/handshake_server_test.go
@@ -20,6 +20,7 @@
 	"os"
 	"os/exec"
 	"path/filepath"
+	"strings"
 	"testing"
 	"time"
 )
@@ -53,7 +54,7 @@
 	testConfig.BuildNameToCertificate()
 }
 
-func testClientHelloFailure(t *testing.T, m handshakeMessage, expected error) {
+func testClientHelloFailure(t *testing.T, m handshakeMessage, expectedSubStr string) {
 	// Create in-memory network connection,
 	// send message to server.  Should return
 	// expected error.
@@ -68,20 +69,20 @@
 	}()
 	err := Server(s, testConfig).Handshake()
 	s.Close()
-	if e, ok := err.(*net.OpError); !ok || e.Err != expected {
-		t.Errorf("Got error: %s; expected: %s", err, expected)
+	if err == nil || !strings.Contains(err.Error(), expectedSubStr) {
+		t.Errorf("Got error: %s; expected to match substring '%s'", err, expectedSubStr)
 	}
 }
 
 func TestSimpleError(t *testing.T) {
-	testClientHelloFailure(t, &serverHelloDoneMsg{}, alertUnexpectedMessage)
+	testClientHelloFailure(t, &serverHelloDoneMsg{}, "unexpected handshake message")
 }
 
 var badProtocolVersions = []uint16{0x0000, 0x0005, 0x0100, 0x0105, 0x0200, 0x0205}
 
 func TestRejectBadProtocolVersion(t *testing.T) {
 	for _, v := range badProtocolVersions {
-		testClientHelloFailure(t, &clientHelloMsg{vers: v}, alertProtocolVersion)
+		testClientHelloFailure(t, &clientHelloMsg{vers: v}, "unsupported, maximum protocol version")
 	}
 }
 
@@ -91,7 +92,7 @@
 		cipherSuites:       []uint16{0xff00},
 		compressionMethods: []uint8{0},
 	}
-	testClientHelloFailure(t, clientHello, alertHandshakeFailure)
+	testClientHelloFailure(t, clientHello, "no cipher suite supported by both client and server")
 }
 
 func TestNoCompressionOverlap(t *testing.T) {
@@ -100,7 +101,7 @@
 		cipherSuites:       []uint16{TLS_RSA_WITH_RC4_128_SHA},
 		compressionMethods: []uint8{0xff},
 	}
-	testClientHelloFailure(t, clientHello, alertHandshakeFailure)
+	testClientHelloFailure(t, clientHello, "client does not support uncompressed connections")
 }
 
 func TestTLS12OnlyCipherSuites(t *testing.T) {
diff --git a/src/pkg/crypto/tls/key_agreement.go b/src/pkg/crypto/tls/key_agreement.go
index 7e820c1..861faf0 100644
--- a/src/pkg/crypto/tls/key_agreement.go
+++ b/src/pkg/crypto/tls/key_agreement.go
@@ -19,6 +19,9 @@
 	"math/big"
 )
 
+var errClientKeyExchange = errors.New("tls: invalid ClientKeyExchange message")
+var errServerKeyExchange = errors.New("tls: invalid ServerKeyExchange message")
+
 // rsaKeyAgreement implements the standard TLS key agreement where the client
 // encrypts the pre-master secret to the server's public key.
 type rsaKeyAgreement struct{}
@@ -35,14 +38,14 @@
 	}
 
 	if len(ckx.ciphertext) < 2 {
-		return nil, errors.New("bad ClientKeyExchange")
+		return nil, errClientKeyExchange
 	}
 
 	ciphertext := ckx.ciphertext
 	if version != VersionSSL30 {
 		ciphertextLen := int(ckx.ciphertext[0])<<8 | int(ckx.ciphertext[1])
 		if ciphertextLen != len(ckx.ciphertext)-2 {
-			return nil, errors.New("bad ClientKeyExchange")
+			return nil, errClientKeyExchange
 		}
 		ciphertext = ckx.ciphertext[2:]
 	}
@@ -61,7 +64,7 @@
 }
 
 func (ka rsaKeyAgreement) processServerKeyExchange(config *Config, clientHello *clientHelloMsg, serverHello *serverHelloMsg, cert *x509.Certificate, skx *serverKeyExchangeMsg) error {
-	return errors.New("unexpected ServerKeyExchange")
+	return errors.New("tls: unexpected ServerKeyExchange")
 }
 
 func (ka rsaKeyAgreement) generateClientKeyExchange(config *Config, clientHello *clientHelloMsg, cert *x509.Certificate) ([]byte, *clientKeyExchangeMsg, error) {
@@ -271,11 +274,11 @@
 
 func (ka *ecdheKeyAgreement) processClientKeyExchange(config *Config, cert *Certificate, ckx *clientKeyExchangeMsg, version uint16) ([]byte, error) {
 	if len(ckx.ciphertext) == 0 || int(ckx.ciphertext[0]) != len(ckx.ciphertext)-1 {
-		return nil, errors.New("bad ClientKeyExchange")
+		return nil, errClientKeyExchange
 	}
 	x, y := elliptic.Unmarshal(ka.curve, ckx.ciphertext[1:])
 	if x == nil {
-		return nil, errors.New("bad ClientKeyExchange")
+		return nil, errClientKeyExchange
 	}
 	x, _ = ka.curve.ScalarMult(x, y, ka.privateKey)
 	preMasterSecret := make([]byte, (ka.curve.Params().BitSize+7)>>3)
@@ -285,8 +288,6 @@
 	return preMasterSecret, nil
 }
 
-var errServerKeyExchange = errors.New("invalid ServerKeyExchange")
-
 func (ka *ecdheKeyAgreement) processServerKeyExchange(config *Config, clientHello *clientHelloMsg, serverHello *serverHelloMsg, cert *x509.Certificate, skx *serverKeyExchangeMsg) error {
 	if len(skx.key) < 4 {
 		return errServerKeyExchange