diff --git a/news/2656.bugfix b/news/2656.bugfix
new file mode 100644
index 00000000..c9b26c47
--- /dev/null
+++ b/news/2656.bugfix
@@ -0,0 +1 @@
+Fixed a bug which sometimes caused pipenv to parse the ``trusted_host`` argument to pip incorrectly when parsing source URLs which specify ``verify_ssl = false``.
diff --git a/pipenv/utils.py b/pipenv/utils.py
index d07d36ab..1f0f4ef4 100644
--- a/pipenv/utils.py
+++ b/pipenv/utils.py
@@ -200,7 +200,7 @@ def prepare_pip_source_args(sources, pip_args=None):
         # Trust the host if it's not verified.
         if not sources[0].get("verify_ssl", True):
             pip_args.extend(
-                ["--trusted-host", urlparse(sources[0]["url"]).netloc.split(":")[0]]
+                ["--trusted-host", urlparse(sources[0]["url"]).hostname]
             )
         # Add additional sources as extra indexes.
         if len(sources) > 1:
diff --git a/tests/unit/test_utils.py b/tests/unit/test_utils.py
index dd3dd6d4..ab15f5cd 100644
--- a/tests/unit/test_utils.py
+++ b/tests/unit/test_utils.py
@@ -371,6 +371,20 @@ twine = "*"
                     "https://user:password@custom.example.com/simple",
                 ],
             ),
+            (
+                [
+                    {
+                        "url": "https://user:password@custom.example.com/simple",
+                        "verify_ssl": False,
+                    },
+                ],
+                [
+                    "-i",
+                    "https://user:password@custom.example.com/simple",
+                    "--trusted-host",
+                    "custom.example.com",
+                ],
+            ),
         ],
     )
     def test_prepare_pip_source_args(self, sources, expected_args):