git » chasquid » next » tree

[next] / internal / courier / smtp_test.go

  1
  2
  3
  4
  5
  6
  7
  8
  9
 10
 11
 12
 13
 14
 15
 16
 17
 18
 19
 20
 21
 22
 23
 24
 25
 26
 27
 28
 29
 30
 31
 32
 33
 34
 35
 36
 37
 38
 39
 40
 41
 42
 43
 44
 45
 46
 47
 48
 49
 50
 51
 52
 53
 54
 55
 56
 57
 58
 59
 60
 61
 62
 63
 64
 65
 66
 67
 68
 69
 70
 71
 72
 73
 74
 75
 76
 77
 78
 79
 80
 81
 82
 83
 84
 85
 86
 87
 88
 89
 90
 91
 92
 93
 94
 95
 96
 97
 98
 99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
119
120
121
122
123
124
125
126
127
128
129
130
131
132
133
134
135
136
137
138
139
140
141
142
143
144
145
146
147
148
149
150
151
152
153
154
155
156
157
158
159
160
161
162
163
164
165
166
167
168
169
170
171
172
173
174
175
176
177
178
179
180
181
182
183
184
185
186
187
188
189
190
191
192
193
194
195
196
197
198
199
200
201
202
203
204
205
206
207
208
209
210
211
212
213
214
215
216
217
218
219
220
221
222
223
224
225
226
227
228
229
230
231
232
233
234
235
236
237
238
239
240
241
242
243
244
245
246
247
248
249
250
251
252
253
254
255
256
257
258
259
260
261
262
263
264
265
266
267
268
269
270
271
272
273
274
275
276
277
278
279
280
281
282
283
284
285
286
287
288
289
290
291
292
293
294
295
296
297
298
299
300
301
302
303
304
305
306
307
308
309
310
311
312
313
314
315
316
317
318
319
320
321
322
323
324
325
326
327
328
329
330
331
332
333
334
335
336
337
338
339
340
341
342
343
344
345
346
347
348
349
350
351
352
353
354
355
356
357
358
359
360
361
362
363
364
365
366
367
368
369
370
371
372
373
374
375
376
377
378
379
380
381
382
383
384
385
386
387
388
389
390
391
392
393
394
395
396
397
398
399
400
401
402
403
404
405
406
407
408
409
410
411
412
413
414
415
416
417
418
419
420
421
422
423
424
425
426
427
428
429
430
431
432
433
434
435
436
437
438
439
440
441
442
443
444
445
446
447
448
449
450
451
452
453
454
455
456
457
458
459
460
461
462
463
464
465
466
467
468
469
470
471
472
473
474
475
476
477
478
479
480
481
482
483
484
485
486
487
488
489
490
491
492
493
494
495
496
497
498
499
500
501
502
503
504
505
506
507
508
509
510
511
512
513
514
515
516
517
518
519
520
521
522
523
524
525
526
527
528
529
530
531
532
533
534
535
536
537
538
539
540
541
542
543
544
545
546
547
548
549
550
551
552
553
554
555
556
557
558
559
560
561
562
563
564
565
566
567
568
569
570
571
572
package courier

import (
	"encoding/json"
	"errors"
	"fmt"
	"net"
	"os"
	"strings"
	"testing"
	"time"

	"blitiri.com.ar/go/chasquid/internal/domaininfo"
	"blitiri.com.ar/go/chasquid/internal/sts"
	"blitiri.com.ar/go/chasquid/internal/trace"
)

// This domain will cause idna.ToASCII to fail.
var invalidDomain = "test " + strings.Repeat("x", 65536) + "\uff00"

// Override the netLookupMX function, to return controlled results for
// testing.
var testMX = map[string][]*net.MX{}
var testMXErr = map[string]error{}

func init() {
	netLookupMX = func(name string) ([]*net.MX, error) {
		return testMX[name], testMXErr[name]
	}
}

func newSMTP(t *testing.T) *SMTP {
	dinfo, err := domaininfo.New(t.ArtifactDir())
	if err != nil {
		t.Fatal(err)
	}

	return &SMTP{"hello", dinfo, nil}
}

func TestSMTP(t *testing.T) {
	// Shorten the total timeout, so the test fails quickly if the protocol
	// gets stuck.
	smtpTotalTimeout = 5 * time.Second

	responses := map[string]string{
		"_welcome":          "220 welcome\n",
		"EHLO hello":        "250 ehlo ok\n",
		"MAIL FROM:<me@me>": "250 mail ok\n",
		"RCPT TO:<to@to>":   "250 rcpt ok\n",
		"DATA":              "354 send data\n",
		"_DATA":             "250 data ok\n",
		"QUIT":              "250 quit ok\n",
	}
	srv := newFakeServer(t, responses, 1)
	host, port := srv.HostPort()

	// Put a non-existing host first, so we check that if the first host
	// doesn't work, we try with the rest.
	// The host we use is invalid, to avoid having to do an actual network
	// lookup which makes the test more hermetic. This is a hack, ideally we
	// would be able to override the default resolver, but Go does not
	// implement that yet.
	testMX["to"] = []*net.MX{
		{Host: ":::", Pref: 10},
		{Host: host, Pref: 20},
	}
	*smtpPort = port

	s := newSMTP(t)
	err, _ := s.Deliver("me@me", "to@to", []byte("data"))
	if err != nil {
		t.Errorf("deliver failed: %v", err)
	}

	srv.Wait()
}

func TestSMTPErrors(t *testing.T) {
	// Shorten the total timeout, so the test fails quickly if the protocol
	// gets stuck.
	smtpTotalTimeout = 1 * time.Second

	cases := []struct {
		responses map[string]string
		wantErr   string
	}{
		// First test: hang response, should fail due to timeout.
		// Which step times out depends on timing, so just check that the
		// error mentions the server.
		{map[string]string{
			"_welcome": "220 no newline",
		}, ""},

		// Server rejects us in the greeting.
		{map[string]string{
			"_welcome": "554 go away\n",
		}, "greeting failed: 554 "},

		// MAIL FROM not allowed.
		{map[string]string{
			"_welcome":          "220 mail from not allowed\n",
			"EHLO hello":        "250 ehlo ok\n",
			"MAIL FROM:<me@me>": "501 mail error\n",
		}, "MAIL/RCPT failed: 501 "},

		// RCPT TO not allowed.
		{map[string]string{
			"_welcome":          "220 rcpt to not allowed\n",
			"EHLO hello":        "250 ehlo ok\n",
			"MAIL FROM:<me@me>": "250 mail ok\n",
			"RCPT TO:<to@to>":   "501 rcpt error\n",
		}, "MAIL/RCPT failed: 501 "},

		// DATA error.
		{map[string]string{
			"_welcome":          "220 data error\n",
			"EHLO hello":        "250 ehlo ok\n",
			"MAIL FROM:<me@me>": "250 mail ok\n",
			"RCPT TO:<to@to>":   "250 rcpt ok\n",
			"DATA":              "554 data error\n",
		}, "DATA failed: 554 "},

		// DATA response error.
		{map[string]string{
			"_welcome":          "220 data response error\n",
			"EHLO hello":        "250 ehlo ok\n",
			"MAIL FROM:<me@me>": "250 mail ok\n",
			"RCPT TO:<to@to>":   "250 rcpt ok\n",
			"DATA":              "354 send data\n",
			"_DATA":             "551 data response error\n",
		}, "message not accepted: 551 "},
	}

	for _, c := range cases {
		srv := newFakeServer(t, c.responses, 1)
		host, port := srv.HostPort()

		testMX["to"] = []*net.MX{{Host: host, Pref: 10}}
		*smtpPort = port

		s := newSMTP(t)
		err, _ := s.Deliver("me@me", "to@to", []byte("data"))
		want := host + ": " + c.wantErr
		if err == nil || !strings.Contains(err.Error(), want) {
			t.Errorf("case %q: expected error containing %q, got %v",
				c.responses["_welcome"], want, err)
		}
		t.Logf("failed as expected: %v", err)

		srv.Wait()
	}
}

func TestSMTPForward(t *testing.T) {
	// Shorten the total timeout, so the test fails quickly if the protocol
	// gets stuck.
	smtpTotalTimeout = 5 * time.Second

	responses := map[string]string{
		"_welcome":          "220 welcome\n",
		"EHLO hello":        "250 ehlo ok\n",
		"MAIL FROM:<me@me>": "250 mail ok\n",
		"RCPT TO:<to@to>":   "250 rcpt ok\n",
		"DATA":              "354 send data\n",
		"_DATA":             "250 data ok\n",
		"QUIT":              "250 quit ok\n",
	}
	srv := newFakeServer(t, responses, 1)
	host, port := srv.HostPort()
	*smtpPort = port

	s := newSMTP(t)

	// Successful forward. The first server is invalid (see TestSMTP), so we
	// also check that we try the next one.
	err, _ := s.Forward("me@me", "to@to", []byte("data"),
		[]string{":::", host})
	if err != nil {
		t.Errorf("forward failed: %v", err)
	}
	srv.Wait()

	// All servers fail with transient errors.
	err, permanent := s.Forward("me@me", "to@to", []byte("data"),
		[]string{":::"})
	want := "all servers failed temporarily, last error: :::: "
	if err == nil || !strings.HasPrefix(err.Error(), want) || permanent {
		t.Errorf("expected transient error starting with %q, got %v (%v)",
			want, err, permanent)
	}

	// Permanent failure: we return right away.
	responses["RCPT TO:<to@to>"] = "550 rcpt error\n"
	srv = newFakeServer(t, responses, 1)
	host, port = srv.HostPort()
	*smtpPort = port
	err, permanent = s.Forward("me@me", "to@to", []byte("data"),
		[]string{host})
	want = host + ": MAIL/RCPT failed: 550 "
	if err == nil || !strings.HasPrefix(err.Error(), want) || !permanent {
		t.Errorf("expected permanent error starting with %q, got %v (%v)",
			want, err, permanent)
	}
	srv.Wait()

	// No servers to forward to.
	err, permanent = s.Forward("me@me", "to@to", []byte("data"), nil)
	if err == nil || err.Error() != "no servers to forward to" || permanent {
		t.Errorf("expected transient 'no servers' error, got %v (%v)",
			err, permanent)
	}
}

// Test delivery to a domain whose MTA-STS policy doesn't allow any of its
// MXs.
func TestSTSNoMXAllowed(t *testing.T) {
	testMX["sts-none"] = []*net.MX{
		{Host: "mx1", Pref: 10},
		{Host: "mx2", Pref: 20},
	}
	t.Cleanup(func() { delete(testMX, "sts-none") })

	// Put the policy in the cache directly, so we don't need to fetch it.
	// This mimics the cache's on-disk format: the policy as JSON in a
	// "pol:<domain>" file, with the expiration time as its modification time.
	dir := t.ArtifactDir()
	policy := &sts.Policy{
		Version: "STSv1",
		Mode:    sts.Enforce,
		MXs:     []string{"other-mx"},
		MaxAge:  1 * time.Hour,
	}
	data, err := json.Marshal(policy)
	if err != nil {
		t.Fatal(err)
	}
	fname := dir + "/pol:sts-none"
	if err := os.WriteFile(fname, data, 0640); err != nil {
		t.Fatal(err)
	}
	expires := time.Now().Add(policy.MaxAge)
	if err := os.Chtimes(fname, expires, expires); err != nil {
		t.Fatal(err)
	}

	stsCache, err := sts.NewCache(dir)
	if err != nil {
		t.Fatal(err)
	}

	s := newSMTP(t)
	s.STSCache = stsCache
	err, permanent := s.Deliver("me@me", "to@sts-none", []byte("data"))
	want := `none of the mail servers for "sts-none" are allowed by its ` +
		`MTA-STS policy`
	if err == nil || err.Error() != want {
		t.Errorf("expected error %q, got %v", want, err)
	}
	if permanent {
		t.Errorf("expected transient failure, got permanent")
	}
}

func TestDeliverInvalidDomain(t *testing.T) {
	// Mimic what the real resolver returns for invalid domains, so delivery
	// would fall back to A if we didn't check the domain.
	testMXErr["a/b"] = &net.DNSError{
		Err:        "no such host (test)",
		IsNotFound: true,
	}
	t.Cleanup(func() { delete(testMXErr, "a/b") })

	// Set up an STS cache, as that is one of the things that can't handle
	// invalid domains.
	stsCache, err := sts.NewCache(t.ArtifactDir())
	if err != nil {
		t.Fatal(err)
	}

	s := newSMTP(t)
	s.STSCache = stsCache
	err, permanent := s.Deliver("me@me", "to@a/b", []byte("data"))
	if err == nil {
		t.Errorf("expected error, got nil")
	}
	if !permanent {
		t.Errorf("expected permanent failure, got transient")
	}
}

func TestNoMXServer(t *testing.T) {
	testMX["to"] = []*net.MX{}

	s := newSMTP(t)
	err, permanent := s.Deliver("me@me", "to@to", []byte("data"))
	if err == nil {
		t.Errorf("delivery worked, expected failure")
	}
	if !permanent {
		t.Errorf("expected permanent failure, got transient (%v)", err)
	}
	if want := `no mail servers found for "to"`; err.Error() != want {
		t.Errorf("expected error %q, got %q", want, err)
	}
}

func TestDeliverMXLookupError(t *testing.T) {
	dnsErr := &net.DNSError{
		Err:         "temp error (test)",
		Name:        "lookuperr",
		IsTemporary: true,
	}
	testMXErr["lookuperr"] = dnsErr
	t.Cleanup(func() { delete(testMXErr, "lookuperr") })

	s := newSMTP(t)
	err, permanent := s.Deliver("me@me", "to@lookuperr", []byte("data"))
	want := `error looking up mail servers for "lookuperr": ` +
		`lookup lookuperr: temp error (test)`
	if err == nil || err.Error() != want {
		t.Errorf("expected error %q, got %v", want, err)
	}
	if !errors.Is(err, dnsErr) {
		t.Errorf("expected error to wrap the DNS error, got %v", err)
	}
	if permanent {
		t.Errorf("expected transient failure, got permanent")
	}
}

func TestTooManyMX(t *testing.T) {
	tr := trace.New("test", "test")
	testMX["domain"] = []*net.MX{
		{Host: "h1", Pref: 10}, {Host: "h2", Pref: 20},
		{Host: "h3", Pref: 30}, {Host: "h4", Pref: 40},
		{Host: "h5", Pref: 50}, {Host: "h5", Pref: 60},
	}
	mxs, err, perm := lookupMXs(tr, "domain")
	if err != nil {
		t.Fatalf("unexpected error: %v", err)
	}
	if perm != true {
		t.Fatalf("expected perm == true")
	}
	if len(mxs) != 5 {
		t.Errorf("expected len(mxs) == 5, got: %v", mxs)
	}
}

func TestFallbackToA(t *testing.T) {
	tr := trace.New("test", "test")
	testMX["domain"] = nil
	testMXErr["domain"] = &net.DNSError{
		Err:         "no such host (test)",
		IsTemporary: false,
		IsNotFound:  true,
	}

	mxs, err, perm := lookupMXs(tr, "domain")
	if err != nil {
		t.Errorf("unexpected error: %v", err)
	}
	if perm != true {
		t.Errorf("expected perm == true")
	}
	if !(len(mxs) == 1 && mxs[0] == "domain") {
		t.Errorf("expected mxs == [domain], got: %v", mxs)
	}
}

func TestTemporaryDNSerror(t *testing.T) {
	tr := trace.New("test", "test")
	testMX["domain"] = nil
	testMXErr["domain"] = &net.DNSError{
		Err:         "temp error (test)",
		IsTemporary: true,
	}

	mxs, err, perm := lookupMXs(tr, "domain")
	if !(mxs == nil && err == testMXErr["domain"]) {
		t.Errorf("expected mxs == nil, err == test error, got: %v, %v", mxs, err)
	}
	if perm != false {
		t.Errorf("expected perm == false")
	}
}

func TestMXLookupError(t *testing.T) {
	tr := trace.New("test", "test")
	testMX["domain"] = nil
	testMXErr["domain"] = fmt.Errorf("test error")

	mxs, err, perm := lookupMXs(tr, "domain")
	if !(mxs == nil && err == testMXErr["domain"]) {
		t.Errorf("expected mxs == nil, err == test error, got: %v, %v", mxs, err)
	}
	if perm != false {
		t.Errorf("expected perm == false")
	}
}

func TestLookupInvalidDomain(t *testing.T) {
	tr := trace.New("test", "test")

	mxs, err, perm := lookupMXs(tr, invalidDomain)
	if !(mxs == nil && err != nil) {
		t.Errorf("expected err != nil, got: %v, %v", mxs, err)
	}
	if perm != true {
		t.Fatalf("expected perm == true")
	}
}

// Server fake responses for a complete TLS delivery.
// We use this in a few tests, so make it common.
var tlsResponses = map[string]string{
	"_welcome":          "220 welcome\n",
	"EHLO hello":        "250-ehlo ok\n250 STARTTLS\n",
	"STARTTLS":          "220 starttls go\n",
	"_STARTTLS":         "ok",
	"MAIL FROM:<me@me>": "250 mail ok\n",
	"RCPT TO:<to@to>":   "250 rcpt ok\n",
	"DATA":              "354 send data\n",
	"_DATA":             "250 data ok\n",
	"QUIT":              "250 quit ok\n",
}

func TestTLS(t *testing.T) {
	smtpTotalTimeout = 5 * time.Second
	srv := newFakeServer(t, tlsResponses, 1)
	_, *smtpPort = srv.HostPort()

	testMX["to"] = []*net.MX{
		{Host: "localhost", Pref: 20},
	}

	s := newSMTP(t)
	err, _ := s.Deliver("me@me", "to@to", []byte("data"))
	if err != nil {
		t.Errorf("deliver failed: %v", err)
	}

	srv.Wait()

	// Now do another delivery, but without TLS, to check that the detection
	// of connection downgrade is working.
	responses := map[string]string{
		"_welcome":          "220 welcome\n",
		"EHLO hello":        "250 ehlo ok\n",
		"MAIL FROM:<me@me>": "250 mail ok\n",
		"RCPT TO:<to@to>":   "250 rcpt ok\n",
		"DATA":              "354 send data\n",
		"_DATA":             "250 data ok\n",
		"QUIT":              "250 quit ok\n",
	}
	srv = newFakeServer(t, responses, 1)
	_, *smtpPort = srv.HostPort()

	err, permanent := s.Deliver("me@me", "to@to", []byte("data"))
	if !strings.Contains(err.Error(),
		"security level check failed: connection is PLAIN") {
		t.Errorf("expected sec level check failed, got: %v", err)
	}
	if permanent != false {
		t.Errorf("expected transient failure, got permanent")
	}

	srv.Wait()
}

func TestTLSError(t *testing.T) {
	smtpTotalTimeout = 5 * time.Second

	responses := map[string]string{
		"_welcome": "220 welcome\n",

		// STARTTLS should be advertised so we try to initiate it.
		"EHLO hello": "250-ehlo ok\n250 STARTTLS\n",

		// Error in STARTTLS request. Note that a TLS-layer error also falls
		// under this code path, so both situations are covered by this test.
		"STARTTLS":  "500 starttls err\n",
		"_STARTTLS": "no",

		// Rest of the transaction is normal and straightforward.
		"MAIL FROM:<me@me>": "250 mail ok\n",
		"RCPT TO:<to@to>":   "250 rcpt ok\n",
		"DATA":              "354 send data\n",
		"_DATA":             "250 data ok\n",
		"QUIT":              "250 quit ok\n",
	}
	// Note we expect 2 connections to the fake server (because of the retry
	// after the failed STARTTLS). Note this also checks that we correctly
	// close the errored connection, instead of leaving it lingering.
	srv := newFakeServer(t, responses, 2)
	_, *smtpPort = srv.HostPort()

	testMX["to"] = []*net.MX{
		{Host: "localhost", Pref: 20},
	}

	s := newSMTP(t)
	err, _ := s.Deliver("me@me", "to@to", []byte("data"))
	if err != nil {
		t.Errorf("deliver failed: %v", err)
	}

	// Double check that we delivered over a plaintext connection.
	tr := trace.New("test", "test")
	defer tr.Finish()
	if !s.Dinfo.OutgoingSecLevel(tr, "to", domaininfo.SecLevel_PLAIN) {
		t.Errorf("delivery did not took place over plaintext as expected")
	}

	srv.Wait()
}

func TestSTSPolicyEnforcement(t *testing.T) {
	smtpTotalTimeout = 5 * time.Second
	srv := newFakeServer(t, tlsResponses, 1)
	_, *smtpPort = srv.HostPort()

	s := newSMTP(t)

	a := &attempt{
		courier:  s,
		from:     "me@me",
		to:       "to@to",
		toDomain: "to",
		data:     []byte("data"),
		tr:       trace.New("test", "test"),
	}

	a.stsPolicy = &sts.Policy{
		Version: "STSv1",
		Mode:    sts.Enforce,
		MXs:     []string{"mx"},
		MaxAge:  1 * time.Minute,
	}

	// At this point the cert is not valid, which is incompatible with STS
	// policy, so we expect it to fail.
	err, permanent := a.deliver("localhost")
	if !strings.Contains(err.Error(),
		"connection is TLS_INSECURE, but the MTA-STS policy") {
		t.Errorf("expected invalid sec level error, got %v", err)
	}
	if permanent != false {
		t.Errorf("expected transient error, got permanent")
	}

	srv.Wait()

	// Do another delivery attempt, but this time we trust the server cert.
	// This time it should be successful, because the connection level should
	// be TLS_SECURE which is required by the STS policy.
	srv = newFakeServer(t, tlsResponses, 1)
	_, *smtpPort = srv.HostPort()

	certRoots = srv.rootCA()
	defer func() {
		certRoots = nil
	}()

	err, permanent = a.deliver("localhost")
	if err != nil {
		t.Errorf("expected success, got %v (permanent=%v)", err, permanent)
	}

	srv.Wait()
}