From b09a9be37e3a48807f5e13a5ba877672d55ef4b8 Mon Sep 17 00:00:00 2001
From: Zarif Latif <102543743+zariffromlatif@users.noreply.github.com>
Date: Thu, 27 Aug 2026 00:33:11 +0600
Subject: [PATCH] fix(sessions): support cross-platform path separators in
 is_anonymous_session

---
 httpie/sessions.py     | 2 +-
 tests/test_sessions.py | 8 ++++++++
 2 files changed, 9 insertions(+), 1 deletion(-)

diff --git a/httpie/sessions.py b/httpie/sessions.py
index 99dcdba92e..ffc134d12c 100644
--- a/httpie/sessions.py
+++ b/httpie/sessions.py
@@ -40,7 +40,7 @@
 
 
 def is_anonymous_session(session_name: str) -> bool:
-    return os.path.sep in session_name
+    return os.path.sep in session_name or bool(os.path.altsep and os.path.altsep in session_name)
 
 
 def session_hostname_to_dirname(hostname: str, session_name: str) -> str:
diff --git a/tests/test_sessions.py b/tests/test_sessions.py
index aa5243487d..690c0aa36d 100644
--- a/tests/test_sessions.py
+++ b/tests/test_sessions.py
@@ -850,3 +850,11 @@ def test_secure_cookies_on_localhost(mock_env, tmp_path, server, expected_cookie
         server + '/cookies'
     )
     assert r.json == {'cookies': expected_cookies}
+
+
+def test_is_anonymous_session_cross_platform():
+    from httpie.sessions import is_anonymous_session
+    assert is_anonymous_session('custom/path/session.json')
+    assert is_anonymous_session('custom\\path\\session.json')
+    assert not is_anonymous_session('my_named_session')
+