diff --git a/test/test_version_compare.py b/test/test_version_compare.py
index b6f25c52af..a195a027e7 100644
--- a/test/test_version_compare.py
+++ b/test/test_version_compare.py
@@ -34,6 +34,8 @@ def test_lt(self):
         assert Version("0.0.0.20190813141303.74dc4d7220e7") < Version(
             "0.0.0.20200813141303"
         )
+        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"""
@@ -50,6 +52,7 @@ def test_gt(self):
         assert Version("0.0.0.20200813141303") > Version(
             "0.0.0.20190813141303.74dc4d7220e7"
         )
+        assert Version("1.1.0m") > Version("1.1.0l.1~deb9u2")
 
     def test_error(self):
         """Make sure 'unknown' and blank strings raise appropriate errors"""