diff --git a/test/test_version_compare.py b/test/test_version_compare.py
index 8e521ba2f0..97687790be 100644
--- a/test/test_version_compare.py
+++ b/test/test_version_compare.py
@@ -31,6 +31,8 @@ def test_lt(self):
         assert Version("9.10") < Version("9.10.post")
         assert Version("5.3.9") < Version("5.4")
         assert Version("2.0.0") < Version("2.0.0-1+deb9u1")
+        assert Version("1.1.0l.1~deb9u2") < Version("2.0.0-1+deb9u1")
+        assert Version("1.1.0l.1~deb9u2") < Version("1.1.0m")
 
     def test_gt(self):
         """Make sure > works between versions, including some with unusual version schemes"""
@@ -44,6 +46,7 @@ def test_gt(self):
         assert Version("9.10.post") > Version("9.10")
         assert Version("5.5") > Version("5.4.1")
         assert Version("2.0.0-1+deb9u1") > Version("2.0.0")
+        assert Version("1.1.0m") > Version("1.1.0l.1~deb9u2")
 
     def test_error(self):
         """Make sure 'unknown' and blank strings raise appropriate errors"""