diff --git a/tests/__init__.py b/tests/__init__.py
index 08a7b2e..f11b309 100644
--- a/tests/__init__.py
+++ b/tests/__init__.py
@@ -1,3 +1,4 @@
+import os
 import sys
 from pathlib import Path
 
@@ -20,3 +21,22 @@ for_each_doc = pytest.mark.parametrize("doc", test_docs)
 
 class TestBase:
     sample_doc = str(test_docs_dir.joinpath(BASIC_SAMPLE))
+
+
+@pytest.fixture
+def sample_doc() -> str:
+    return str(test_docs_dir.joinpath(BASIC_SAMPLE))
+
+
+@pytest.fixture
+def unwriteable_pdf(tmp_path: Path) -> str:
+    file_path = tmp_path / "document.pdf"
+    file_path.touch(mode=0o400)
+    return str(file_path)
+
+
+@pytest.fixture
+def unreadable_pdf(tmp_path: Path) -> str:
+    file_path = tmp_path / "document.pdf"
+    file_path.touch(mode=0o000)
+    return str(file_path)
diff --git a/tests/test_cli.py b/tests/test_cli.py
index ced864c..257388b 100644
--- a/tests/test_cli.py
+++ b/tests/test_cli.py
@@ -191,10 +191,9 @@ class TestCliConversion(TestCliBasic):
             "spaces test.pdf",
         ],
     )
-    def test_filenames(self, filename: str) -> None:
-        tempdir = tempfile.mkdtemp(prefix="dangerzone-")
-        doc_path = os.path.join(filename)
+    def test_filenames(self, filename: str, tmp_path: Path) -> None:
+        doc_path = str(Path(tmp_path).joinpath(filename))
         shutil.copyfile(self.sample_doc, doc_path)
         result = self.run_cli(doc_path)
-        shutil.rmtree(tempdir)
         result.assert_success()
+        assert len(os.listdir(tmp_path)) == 2
diff --git a/tests/test_document.py b/tests/test_document.py
new file mode 100644
index 0000000..666f465
--- /dev/null
+++ b/tests/test_document.py
@@ -0,0 +1,80 @@
+import os
+import platform
+import tempfile
+from pathlib import Path
+
+import pytest
+
+from dangerzone.document import Document
+from dangerzone.errors import DocumentFilenameException
+
+from . import sample_doc, unreadable_pdf, unwriteable_pdf
+
+
+def test_input_sample_init(sample_doc: str) -> None:
+    Document(sample_doc)
+
+
+def test_input_sample_after(sample_doc: str) -> None:
+    d = Document()
+    d.input_filename = sample_doc
+
+
+def test_input_file_none() -> None:
+    """
+    Attempts to read a document's filename when no doc has been set
+    """
+    d = Document()
+    with pytest.raises(DocumentFilenameException) as e:
+        d.input_filename
+    assert "Input filename has not been set yet" in str(e.value)
+
+
+def test_input_file_non_existing() -> None:
+    with pytest.raises(DocumentFilenameException) as e:
+        Document("non-existing-file.pdf")
+    assert "Input file not found" in str(e.value)
+
+
+# XXX: This is not easy to test on Windows, as the file owner can always read it.
+# See also:
+# https://stackoverflow.com/questions/72528318/what-file-permissions-make-a-file-unreadable-by-owner-in-windows
+@pytest.mark.skipif(platform.system() == "Windows", reason="Unix-specific")
+def test_input_file_unreadable(unreadable_pdf: str) -> None:
+    with pytest.raises(DocumentFilenameException) as e:
+        Document(unreadable_pdf)
+    assert "don't have permission to open the input file" in str(e.value)
+
+
+def test_output_file_unwriteable(unwriteable_pdf: str) -> None:
+    d = Document()
+    with pytest.raises(DocumentFilenameException) as e:
+        d.output_filename = unwriteable_pdf
+    assert "Safe PDF filename is not writable" in str(e.value)
+
+
+def test_output(tmp_path: Path) -> None:
+    pdf_file = str(tmp_path.joinpath("document.pdf"))
+    d = Document()
+    d.output_filename = pdf_file
+
+
+def test_output_file_none() -> None:
+    """
+    Attempts to read a document's filename when no doc has been set
+    """
+    d = Document()
+    with pytest.raises(DocumentFilenameException) as e:
+        d.output_filename
+    assert "Output filename has not been set yet" in str(e.value)
+
+
+def test_output_file_not_pdf(tmp_path: Path) -> None:
+    docx_file = str(tmp_path.joinpath("document.docx"))
+    d = Document()
+
+    with pytest.raises(DocumentFilenameException) as e:
+        d.output_filename = docx_file
+    assert "Safe PDF filename must end in '.pdf'" in str(e.value)
+
+    assert not os.path.exists(docx_file)