fix: Invert input/output context if a Python function is called from C++

include/pybind11/detail/descr.h

@@ -222,5 +222,10 @@ constexpr descr<N + 4, Ts...> return_descr(const descr<N, Ts...> &descr) {
     return const_name("@$") + descr + const_name("@!");
 }
 
+template <size_t N, typename... Ts>
+constexpr descr<N + 4, Ts...> inv_descr(const descr<N, Ts...> &descr) {
+    return const_name("@~") + descr + const_name("@!");
+}
+
 PYBIND11_NAMESPACE_END(detail)
 PYBIND11_NAMESPACE_END(PYBIND11_NAMESPACE)

include/pybind11/functional.h

@@ -138,9 +138,8 @@ struct type_caster<std::function<Return(Args...)>> {
     PYBIND11_TYPE_CASTER(
         type,
         const_name("collections.abc.Callable[[")
-            + ::pybind11::detail::concat(::pybind11::detail::arg_descr(make_caster<Args>::name)...)
-            + const_name("], ") + ::pybind11::detail::return_descr(make_caster<retval_type>::name)
-            + const_name("]"));
+            + ::pybind11::detail::concat(::pybind11::detail::inv_descr(make_caster<Args>::name)...)
+            + const_name("], ") + make_caster<retval_type>::name + const_name("]"));
 };
 
 PYBIND11_NAMESPACE_END(detail)

include/pybind11/pybind11.h

@@ -185,7 +185,8 @@ inline std::string generate_function_signature(const char *type_caster_name_fiel
             signature += *++pc;
         } else if (c == '@') {
             // `@^ ... @!` and `@$ ... @!` are used to force arg/return value type (see
-            // typing::Callable/detail::arg_descr/detail::return_descr)
+            // typing::Callable/detail::arg_descr/detail::return_descr).
+            // `@~ ... @!` inverts the current context (see detail::inv_descr).
             if (*(pc + 1) == '^') {
                 is_return_value.emplace(false);
                 ++pc;
@@ -196,6 +197,11 @@ inline std::string generate_function_signature(const char *type_caster_name_fiel
                 ++pc;
                 continue;
             }
+            if (*(pc + 1) == '~') {
+                is_return_value.emplace(!is_return_value.top());
+                ++pc;
+                continue;
+            }
             if (*(pc + 1) == '!') {
                 is_return_value.pop();
                 ++pc;

include/pybind11/typing.h

@@ -194,18 +194,16 @@ struct handle_type_name<typing::Callable<Return(Args...)>> {
     using retval_type = conditional_t<std::is_same<Return, void>::value, void_type, Return>;
     static constexpr auto name
         = const_name("collections.abc.Callable[[")
-          + ::pybind11::detail::concat(::pybind11::detail::arg_descr(make_caster<Args>::name)...)
-          + const_name("], ") + ::pybind11::detail::return_descr(make_caster<retval_type>::name)
-          + const_name("]");
+          + ::pybind11::detail::concat(::pybind11::detail::inv_descr(make_caster<Args>::name)...)
+          + const_name("], ") + make_caster<retval_type>::name + const_name("]");
 };
 
 template <typename Return>
 struct handle_type_name<typing::Callable<Return(ellipsis)>> {
     // PEP 484 specifies this syntax for defining only return types of callables
     using retval_type = conditional_t<std::is_same<Return, void>::value, void_type, Return>;
     static constexpr auto name = const_name("collections.abc.Callable[..., ")
-                                 + ::pybind11::detail::return_descr(make_caster<retval_type>::name)
-                                 + const_name("]");
+                                 + make_caster<retval_type>::name + const_name("]");
 };
 
 template <typename T>

tests/test_callbacks.py

@@ -140,7 +140,7 @@ def test_cpp_function_roundtrip():
 def test_function_signatures(doc):
     assert (
         doc(m.test_callback3)
-        == "test_callback3(arg0: collections.abc.Callable[[typing.SupportsInt | typing.SupportsIndex], int]) -> str"
+        == "test_callback3(arg0: collections.abc.Callable[[int], typing.SupportsInt | typing.SupportsIndex]) -> str"
     )
     assert (
         doc(m.test_callback4)

tests/test_pytypes.py

@@ -976,14 +976,14 @@ def test_iterator_annotations(doc):
 def test_fn_annotations(doc):
     assert (
         doc(m.annotate_fn)
-        == "annotate_fn(arg0: collections.abc.Callable[[list[str], str], int]) -> None"
+        == "annotate_fn(arg0: collections.abc.Callable[[list[str], str], typing.SupportsInt | typing.SupportsIndex]) -> None"
     )
 
 
 def test_fn_return_only(doc):
     assert (
         doc(m.annotate_fn_only_return)
-        == "annotate_fn_only_return(arg0: collections.abc.Callable[..., int]) -> None"
+        == "annotate_fn_only_return(arg0: collections.abc.Callable[..., typing.SupportsInt | typing.SupportsIndex]) -> None"
     )
 
 
@@ -1085,7 +1085,7 @@ def test_literal(doc):
     )
     assert (
         doc(m.identity_literal_arrow_with_callable)
-        == 'identity_literal_arrow_with_callable(arg0: collections.abc.Callable[[typing.Literal["->"], float | int], float]) -> collections.abc.Callable[[typing.Literal["->"], float | int], float]'
+        == 'identity_literal_arrow_with_callable(arg0: collections.abc.Callable[[typing.Literal["->"], float], float | int]) -> collections.abc.Callable[[typing.Literal["->"], float | int], float]'
     )
     assert (
         doc(m.identity_literal_all_special_chars)
@@ -1325,27 +1325,27 @@ def test_arg_return_type_hints(doc, backport_typehints):
     # Callable<R(A)> identity
     assert (
         doc(m.identity_callable)
-        == "identity_callable(arg0: collections.abc.Callable[[float | int], float]) -> collections.abc.Callable[[float | int], float]"
+        == "identity_callable(arg0: collections.abc.Callable[[float], float | int]) -> collections.abc.Callable[[float | int], float]"
     )
     # Callable<R(...)> identity
     assert (
         doc(m.identity_callable_ellipsis)
-        == "identity_callable_ellipsis(arg0: collections.abc.Callable[..., float]) -> collections.abc.Callable[..., float]"
+        == "identity_callable_ellipsis(arg0: collections.abc.Callable[..., float | int]) -> collections.abc.Callable[..., float]"
     )
     # Nested Callable<R(A)> identity
     assert (
         doc(m.identity_nested_callable)
-        == "identity_nested_callable(arg0: collections.abc.Callable[[collections.abc.Callable[[float | int], float]], collections.abc.Callable[[float | int], float]]) -> collections.abc.Callable[[collections.abc.Callable[[float | int], float]], collections.abc.Callable[[float | int], float]]"
+        == "identity_nested_callable(arg0: collections.abc.Callable[[collections.abc.Callable[[float | int], float]], collections.abc.Callable[[float], float | int]]) -> collections.abc.Callable[[collections.abc.Callable[[float], float | int]], collections.abc.Callable[[float | int], float]]"
     )
     # Callable<R(A)>
     assert (
         doc(m.apply_callable)
-        == "apply_callable(arg0: float | int, arg1: collections.abc.Callable[[float | int], float]) -> float"
+        == "apply_callable(arg0: float | int, arg1: collections.abc.Callable[[float], float | int]) -> float"
     )
     # Callable<R(...)>
     assert (
         doc(m.apply_callable_ellipsis)
-        == "apply_callable_ellipsis(arg0: float | int, arg1: collections.abc.Callable[..., float]) -> float"
+        == "apply_callable_ellipsis(arg0: float | int, arg1: collections.abc.Callable[..., float | int]) -> float"
     )
     # Union<T1, T2>
     assert (