diff --git a/test/Jamfile.v2 b/test/Jamfile.v2
index c828eea1..91b926b2 100644
--- a/test/Jamfile.v2
+++ b/test/Jamfile.v2
@@ -95,6 +95,7 @@ run exception/erase_exception_tests.cpp ;
 run exception/rehash_exception_tests.cpp ;
 run exception/swap_exception_tests.cpp : : : <define>BOOST_UNORDERED_SWAP_METHOD=2 ;
 run exception/merge_exception_tests.cpp ;
+run exception/less_tests.cpp ;
 
 run unordered/narrow_cast_tests.cpp ;
 run quick.cpp ;
diff --git a/test/exception/less_tests.cpp b/test/exception/less_tests.cpp
new file mode 100644
index 00000000..37a95ce2
--- /dev/null
+++ b/test/exception/less_tests.cpp
@@ -0,0 +1,50 @@
+
+// Copyright 2023 Christian Mazakas
+// Distributed under the Boost Software License, Version 1.0. (See accompanying
+// file LICENSE_1_0.txt or copy at http://www.boost.org/LICENSE_1_0.txt)
+
+#include "./containers.hpp"
+
+#include "../helpers/helpers.hpp"
+#include "../helpers/invariants.hpp"
+#include "../helpers/random_values.hpp"
+#include "../helpers/strong.hpp"
+#include "../helpers/tracker.hpp"
+
+#include <vector>
+
+UNORDERED_AUTO_TEST (less_osx_regression) {
+  DISABLE_EXCEPTIONS;
+  typedef test_pair_set::value_type value_type;
+  typedef test::exception::object object;
+
+  std::vector<value_type> v;
+  v.push_back(value_type(object(12, 98), object(88, 13)));
+  v.push_back(value_type(object(24, 71), object(62, 84)));
+  v.push_back(value_type(object(30, 0), object(5, 73)));
+  v.push_back(value_type(object(34, 64), object(79, 58)));
+  v.push_back(value_type(object(36, 95), object(64, 23)));
+  v.push_back(value_type(object(42, 89), object(68, 44)));
+  v.push_back(value_type(object(42, 26), object(93, 64)));
+  v.push_back(value_type(object(86, 86), object(16, 62)));
+  v.push_back(value_type(object(86, 86), object(75, 23)));
+  v.push_back(value_type(object(92, 37), object(41, 90)));
+
+  BOOST_TEST_EQ(v.size(), 10u);
+
+  std::set<value_type, test::exception::less> s;
+  s.insert(v.begin(), v.end());
+  BOOST_TEST_EQ(s.size(), v.size());
+
+  test::ordered<test_pair_set> tracker;
+  test_pair_set x;
+  for (std::vector<value_type>::iterator it = v.begin(); it != v.end();
+       ++it) {
+    x.insert(*it);
+  }
+
+  tracker.insert(v.begin(), v.end());
+  tracker.compare(x);
+}
+
+RUN_TESTS()