diff --git a/src/reuse/_annotate.py b/src/reuse/_annotate.py
index b867d62a..4d282ce7 100644
--- a/src/reuse/_annotate.py
+++ b/src/reuse/_annotate.py
@@ -342,11 +342,13 @@ def verify_write_access(
 
 
 def verify_paths_comment_style(args: Namespace, paths: Iterable[Path]) -> None:
-    """Exit if --fallback-dot-license or --skip-unrecognised is not enabled and
-    one of the paths has an unrecognised style.
+    """Exit if --style, --force-dot-license, --fallback-dot-license,
+    or --skip-unrecognised is not enabled and one of the paths has an
+    unrecognised style.
     """
     if (
-        not args.fallback_dot_license
+        not args.style
+        and not args.fallback_dot_license
         and not args.skip_unrecognised
         and not args.force_dot_license
     ):
diff --git a/tests/test_main_annotate.py b/tests/test_main_annotate.py
index 781ecc8f..367c18ba 100644
--- a/tests/test_main_annotate.py
+++ b/tests/test_main_annotate.py
@@ -452,6 +452,31 @@ def test_annotate_specify_style(fake_repository, stringio, mock_date_today):
     assert simple_file.read_text() == expected
 
 
+def test_annotate_specify_style_unrecognised(
+    fake_repository, stringio, mock_date_today
+):
+    """Add a header to a file that is unrecognised."""
+
+    simple_file = fake_repository / "hello.foo"
+    simple_file.touch()
+    expected = "# SPDX-FileCopyrightText: 2018 Jane Doe"
+
+    result = main(
+        [
+            "annotate",
+            "--copyright",
+            "Jane Doe",
+            "--style",
+            "python",
+            "hello.foo",
+        ],
+        out=stringio,
+    )
+
+    assert result == 0
+    assert simple_file.read_text().strip() == expected
+
+
 def test_annotate_implicit_style(fake_repository, stringio, mock_date_today):
     """Add a header to a file that has a recognised extension."""
     simple_file = fake_repository / "foo.js"