diff --git a/setup.py b/setup.py
index 35736b75f..3956e8020 100644
--- a/setup.py
+++ b/setup.py
@@ -20,12 +20,12 @@ def has_environment_marker_platform_impl_support():
 
 install_requires = [
     'Twisted>=17.9.0',
-    'cryptography>=2.0',
+    'cryptography>=2.1.4',
     'cssselect>=0.9.1',
     'itemloaders>=1.0.1',
     'parsel>=1.5.0',
     'PyDispatcher>=2.0.5',
-    'pyOpenSSL>=16.2.0',
+    'pyOpenSSL>=17.5.0',
     'queuelib>=1.4.2',
     'service_identity>=16.0.0',
     'w3lib>=1.17.0',
diff --git a/tests/requirements-py3.txt b/tests/requirements-py3.txt
index 7f8a5c52e..f22ce90f3 100644
--- a/tests/requirements-py3.txt
+++ b/tests/requirements-py3.txt
@@ -1,8 +1,8 @@
 # Tests requirements
 attrs
 dataclasses; python_version == '3.6'
-mitmproxy; python_version >= '3.7'
 mitmproxy >= 4.0.4, < 5; python_version >= '3.6' and python_version < '3.7'
+mitmproxy >= 4.0.4; python_version >= '3.7'
 pyftpdlib
 # https://github.com/pytest-dev/pytest-twisted/issues/93
 pytest != 5.4, != 5.4.1
@@ -14,8 +14,10 @@ testfixtures
 uvloop; platform_system != "Windows"
 
 # optional for shell wrapper tests
-bpython
-brotlipy  # optional for HTTP compress downloader middleware tests
-zstandard  # optional for HTTP compress downloader middleware tests
-ipython
+bpython >= 0.20.1
+brotlipy >= 0.7.0  # optional for HTTP compress downloader middleware tests
+zstandard >= 0.14.1  # optional for HTTP compress downloader middleware tests
+jedi >= 0.17.2  # from ipython
+ipython >= 7.16.1; python_version == '3.6'
+ipython >= 7.19.0; python_version >= '3.7'
 pywin32; sys_platform == "win32"
diff --git a/tox.ini b/tox.ini
index ea356c56a..33a7388d5 100644
--- a/tox.ini
+++ b/tox.ini
@@ -61,13 +61,13 @@ commands =
 [pinned]
 deps =
     -ctests/constraints.txt
-    cryptography==2.0
+    cryptography==2.1.4
     cssselect==0.9.1
     itemadapter==0.1.0
     parsel==1.5.0
     Protego==0.1.15
     PyDispatcher==2.0.5
-    pyOpenSSL==16.2.0
+    pyOpenSSL==17.5.0
     queuelib==1.4.2
     service_identity==16.0.0
     Twisted==17.9.0