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add Connection.use_(certificate|privatekey) (#1121)
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* add `Connection.use_(certificate|privatekey)`

* bump minimum cryptography version

* deduplicate tests

* black!

* max line length
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mhils committed Sep 16, 2022
1 parent a3483a7 commit f0ed288
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2 changes: 2 additions & 0 deletions CHANGELOG.rst
Original file line number Diff line number Diff line change
Expand Up @@ -29,6 +29,8 @@ Changes:
- Add ``OpenSSL.SSL.Connection.set_verify`` and ``OpenSSL.SSL.Connection.get_verify_mode``
to override the context object's verification flags.
`#1073 <https://github.com/pyca/pyopenssl/pull/1073>`_
- Add ``OpenSSL.SSL.Connection.use_certificate`` and ``OpenSSL.SSL.Connection.use_privatekey``
to set a certificate per connection (and not just per context) `#1121 <https://github.com/pyca/pyopenssl/pull/1121>`_.

22.0.0 (2022-01-29)
-------------------
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2 changes: 1 addition & 1 deletion setup.py
100755 → 100644
Original file line number Diff line number Diff line change
Expand Up @@ -96,7 +96,7 @@ def find_meta(meta):
package_dir={"": "src"},
install_requires=[
# Fix cryptographyMinimum in tox.ini when changing this!
"cryptography>=37.0.2,<39",
"cryptography>=38.0.0,<39",
],
extras_require={
"test": ["flaky", "pretend", "pytest>=3.0.1"],
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32 changes: 32 additions & 0 deletions src/OpenSSL/SSL.py
Original file line number Diff line number Diff line change
Expand Up @@ -962,6 +962,7 @@ def use_certificate(self, cert):
:param cert: The X509 object
:return: None
"""
# Mirrored at Connection.use_certificate
if not isinstance(cert, X509):
raise TypeError("cert must be an X509 instance")

Expand Down Expand Up @@ -1023,6 +1024,7 @@ def use_privatekey(self, pkey):
:param pkey: The PKey object
:return: None
"""
# Mirrored at Connection.use_privatekey
if not isinstance(pkey, PKey):
raise TypeError("pkey must be a PKey instance")

Expand Down Expand Up @@ -1788,6 +1790,36 @@ def get_verify_mode(self):
"""
return _lib.SSL_get_verify_mode(self._ssl)

def use_certificate(self, cert):
"""
Load a certificate from a X509 object
:param cert: The X509 object
:return: None
"""
# Mirrored from Context.use_certificate
if not isinstance(cert, X509):
raise TypeError("cert must be an X509 instance")

use_result = _lib.SSL_use_certificate(self._ssl, cert._x509)
if not use_result:
_raise_current_error()

def use_privatekey(self, pkey):
"""
Load a private key from a PKey object
:param pkey: The PKey object
:return: None
"""
# Mirrored from Context.use_privatekey
if not isinstance(pkey, PKey):
raise TypeError("pkey must be a PKey instance")

use_result = _lib.SSL_use_PrivateKey(self._ssl, pkey._pkey)
if not use_result:
self._context._raise_passphrase_exception()

def set_ciphertext_mtu(self, mtu):
"""
For DTLS, set the maximum UDP payload size (*not* including IP/UDP
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113 changes: 71 additions & 42 deletions tests/test_ssl.py
Original file line number Diff line number Diff line change
Expand Up @@ -29,6 +29,7 @@
socket,
)
from sys import getfilesystemencoding, platform
from typing import Union
from warnings import simplefilter
from weakref import ref

Expand Down Expand Up @@ -621,17 +622,6 @@ def test_type(self):
"""
assert is_consistent_type(Context, "Context", TLSv1_METHOD)

def test_use_privatekey(self):
"""
`Context.use_privatekey` takes an `OpenSSL.crypto.PKey` instance.
"""
key = PKey()
key.generate_key(TYPE_RSA, 1024)
ctx = Context(SSLv23_METHOD)
ctx.use_privatekey(key)
with pytest.raises(TypeError):
ctx.use_privatekey("")

def test_use_privatekey_file_missing(self, tmpfile):
"""
`Context.use_privatekey_file` raises `OpenSSL.SSL.Error` when passed
Expand Down Expand Up @@ -685,37 +675,6 @@ def test_use_privatekey_file_unicode(self, tmpfile):
FILETYPE_PEM,
)

def test_use_certificate_wrong_args(self):
"""
`Context.use_certificate_wrong_args` raises `TypeError` when not passed
exactly one `OpenSSL.crypto.X509` instance as an argument.
"""
ctx = Context(SSLv23_METHOD)
with pytest.raises(TypeError):
ctx.use_certificate("hello, world")

def test_use_certificate_uninitialized(self):
"""
`Context.use_certificate` raises `OpenSSL.SSL.Error` when passed a
`OpenSSL.crypto.X509` instance which has not been initialized
(ie, which does not actually have any certificate data).
"""
ctx = Context(SSLv23_METHOD)
with pytest.raises(Error):
ctx.use_certificate(X509())

def test_use_certificate(self):
"""
`Context.use_certificate` sets the certificate which will be
used to identify connections created using the context.
"""
# TODO
# Hard to assert anything. But we could set a privatekey then ask
# OpenSSL if the cert and key agree using check_privatekey. Then as
# long as check_privatekey works right we're good...
ctx = Context(SSLv23_METHOD)
ctx.use_certificate(load_certificate(FILETYPE_PEM, root_cert_pem))

def test_use_certificate_file_wrong_args(self):
"""
`Context.use_certificate_file` raises `TypeError` if the first
Expand Down Expand Up @@ -2180,6 +2139,76 @@ def test_construction(self):
assert isinstance(new_session, Session)


@pytest.fixture(params=["context", "connection"])
def ctx_or_conn(request) -> Union[Context, Connection]:
ctx = Context(SSLv23_METHOD)
if request.param == "context":
return ctx
else:
return Connection(ctx, None)


class TestContextConnection:
"""
Unit test for methods that are exposed both by Connection and Context
objects.
"""

def test_use_privatekey(self, ctx_or_conn):
"""
`use_privatekey` takes an `OpenSSL.crypto.PKey` instance.
"""
key = PKey()
key.generate_key(TYPE_RSA, 1024)

ctx_or_conn.use_privatekey(key)
with pytest.raises(TypeError):
ctx_or_conn.use_privatekey("")

def test_use_privatekey_wrong_key(self, ctx_or_conn):
"""
`use_privatekey` raises `OpenSSL.SSL.Error` when passed a
`OpenSSL.crypto.PKey` instance which has not been initialized.
"""
key = PKey()
key.generate_key(TYPE_RSA, 1024)
ctx_or_conn.use_certificate(
load_certificate(FILETYPE_PEM, root_cert_pem)
)
with pytest.raises(Error):
ctx_or_conn.use_privatekey(key)

def test_use_certificate(self, ctx_or_conn):
"""
`use_certificate` sets the certificate which will be
used to identify connections created using the context.
"""
# TODO
# Hard to assert anything. But we could set a privatekey then ask
# OpenSSL if the cert and key agree using check_privatekey. Then as
# long as check_privatekey works right we're good...
ctx_or_conn.use_certificate(
load_certificate(FILETYPE_PEM, root_cert_pem)
)

def test_use_certificate_wrong_args(self, ctx_or_conn):
"""
`use_certificate_wrong_args` raises `TypeError` when not passed
exactly one `OpenSSL.crypto.X509` instance as an argument.
"""
with pytest.raises(TypeError):
ctx_or_conn.use_certificate("hello, world")

def test_use_certificate_uninitialized(self, ctx_or_conn):
"""
`use_certificate` raises `OpenSSL.SSL.Error` when passed a
`OpenSSL.crypto.X509` instance which has not been initialized
(ie, which does not actually have any certificate data).
"""
with pytest.raises(Error):
ctx_or_conn.use_certificate(X509())


class TestConnection:
"""
Unit tests for `OpenSSL.SSL.Connection`.
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2 changes: 1 addition & 1 deletion tox.ini
Original file line number Diff line number Diff line change
Expand Up @@ -10,7 +10,7 @@ extras =
deps =
coverage>=4.2
cryptographyMain: git+https://github.com/pyca/cryptography.git
cryptographyMinimum: cryptography==37.0.2
cryptographyMinimum: cryptography==38.0.0
randomorder: pytest-randomly
setenv =
# Do not allow the executing environment to pollute the test environment
Expand Down

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