diff --git a/CONTRIBUTORS b/CONTRIBUTORS
index b53bb1bfa..f5447f88b 100644
--- a/CONTRIBUTORS
+++ b/CONTRIBUTORS
@@ -33,6 +33,7 @@ Ionel Maries Cristian
 Itxaka Serrano
 Jake Windle
 Jannis Leidel
+Joachim Brandon LeBlanc
 Johannes Christ
 Jon Dufresne
 Josh Smeaton
diff --git a/docs/changelog/1153.bugfix.rst b/docs/changelog/1153.bugfix.rst
new file mode 100644
index 000000000..bfe6c356b
--- /dev/null
+++ b/docs/changelog/1153.bugfix.rst
@@ -0,0 +1 @@
+Using ``py2`` and ``py3`` with a specific ``basepython`` will no longer raise a warning unless the major version conflicts - by :user:`demosdemon`.
diff --git a/src/tox/config/__init__.py b/src/tox/config/__init__.py
index 69f47cdb4..c50c713ba 100644
--- a/src/tox/config/__init__.py
+++ b/src/tox/config/__init__.py
@@ -571,7 +571,8 @@ def basepython_default(testenv_config, value):
                 proposed_version = "".join(
                     str(i) for i in python_info_for_proposed.version_info[0:2]
                 )
-                if implied_version != proposed_version:
+                # '27'.startswith('2') or '27'.startswith('27')
+                if not proposed_version.startswith(implied_version):
                     # TODO(stephenfin): Raise an exception here in tox 4.0
                     warnings.warn(
                         "conflicting basepython version (set {}, should be {}) for env '{}';"
diff --git a/tests/unit/config/test_config.py b/tests/unit/config/test_config.py
index 20913a990..339699857 100644
--- a/tests/unit/config/test_config.py
+++ b/tests/unit/config/test_config.py
@@ -1910,6 +1910,46 @@ def get_executable(self, envconfig):
         assert env_config.basepython == "python{}.{}".format(major, minor - 1)
         assert not recwarn.list, "\n".join(repr(i.message) for i in recwarn.list)
 
+    def test_default_single_digit_factors(self, newconfig, monkeypatch):
+        from tox.interpreters import Interpreters
+
+        def get_executable(self, envconfig):
+            return sys.executable
+
+        monkeypatch.setattr(Interpreters, "get_executable", get_executable)
+
+        major, minor = sys.version_info[0:2]
+
+        with pytest.warns(None) as lying:
+            config = newconfig(
+                """
+                [testenv:py{0}]
+                basepython=python{0}.{1}
+                commands = python --version
+                """.format(
+                    major, minor - 1
+                )
+            )
+
+        env_config = config.envconfigs["py{}".format(major)]
+        assert env_config.basepython == "python{}.{}".format(major, minor - 1)
+        assert len(lying) == 0, "\n".join(repr(r.message) for r in lying)
+
+        with pytest.warns(None) as truthful:
+            config = newconfig(
+                """
+                [testenv:py{0}]
+                basepython=python{0}.{1}
+                commands = python --version
+                """.format(
+                    major, minor
+                )
+            )
+
+        env_config = config.envconfigs["py{}".format(major)]
+        assert env_config.basepython == "python{}.{}".format(major, minor)
+        assert len(truthful) == 0, "\n".join(repr(r.message) for r in truthful)
+
     def test_default_factors_conflict_ignore(self, newconfig, capsys):
         with pytest.warns(None) as record:
             config = newconfig(