diff --git a/python_bindings/src/halide/_generator_helpers.py b/python_bindings/src/halide/_generator_helpers.py
index 5349f7409e0b..f7a939224569 100644
--- a/python_bindings/src/halide/_generator_helpers.py
+++ b/python_bindings/src/halide/_generator_helpers.py
@@ -394,6 +394,10 @@ def using_autoscheduler(self):
     def natural_vector_size(self, type: Type) -> int:
         return self.target().natural_vector_size(type)
 
+    def add_requirement(self, condition: Expr, *args) -> None:
+        assert self._stage < _Stage.pipeline_built
+        self._pipeline_requirements.append((condition, [*args]))
+
     @classmethod
     def call(cls, *args, **kwargs):
         generator = cls()
@@ -475,6 +479,7 @@ def __init__(self, generator_params: dict = {}):
         self._requirements = {}
         self._replacements = {}
         self._in_configure = 0
+        self._pipeline_requirements = []
 
         self._advance_to_gp_created()
         if generator_params:
@@ -699,6 +704,8 @@ def _build_pipeline(self) -> Pipeline:
             funcs.append(f)
 
         self._pipeline = Pipeline(funcs)
+        for condition, error_args in self._pipeline_requirements:
+            self._pipeline.add_requirement(condition, *error_args)
         self._stage = _Stage.pipeline_built
         return self._pipeline
 
diff --git a/python_bindings/src/halide/halide_/PyHalide.cpp b/python_bindings/src/halide/halide_/PyHalide.cpp
index 4b9a14bf07aa..26a816e76b14 100644
--- a/python_bindings/src/halide/halide_/PyHalide.cpp
+++ b/python_bindings/src/halide/halide_/PyHalide.cpp
@@ -101,5 +101,21 @@ Expr double_to_expr_check(double v) {
     return Expr(f);
 }
 
+std::vector<Expr> collect_print_args(const py::args &args) {
+    std::vector<Expr> v;
+    v.reserve(args.size());
+    for (size_t i = 0; i < args.size(); ++i) {
+        // No way to see if a cast will work: just have to try
+        // and fail. Normally we don't want string to be convertible
+        // to Expr, but in this unusual case we do.
+        try {
+            v.emplace_back(args[i].cast<std::string>());
+        } catch (...) {
+            v.push_back(args[i].cast<Expr>());
+        }
+    }
+    return v;
+}
+
 }  // namespace PythonBindings
 }  // namespace Halide
diff --git a/python_bindings/src/halide/halide_/PyHalide.h b/python_bindings/src/halide/halide_/PyHalide.h
index 7e325c4952b3..2eefb1f463bf 100644
--- a/python_bindings/src/halide/halide_/PyHalide.h
+++ b/python_bindings/src/halide/halide_/PyHalide.h
@@ -32,6 +32,7 @@ std::vector<T> args_to_vector(const py::args &args, size_t start_offset = 0, siz
     return v;
 }
 
+std::vector<Expr> collect_print_args(const py::args &args);
 Expr double_to_expr_check(double v);
 
 }  // namespace PythonBindings
diff --git a/python_bindings/src/halide/halide_/PyIROperator.cpp b/python_bindings/src/halide/halide_/PyIROperator.cpp
index 74eedd9e723e..bcf6a18bfee9 100644
--- a/python_bindings/src/halide/halide_/PyIROperator.cpp
+++ b/python_bindings/src/halide/halide_/PyIROperator.cpp
@@ -7,30 +7,6 @@
 namespace Halide {
 namespace PythonBindings {
 
-namespace {
-
-// TODO: clever template usage could generalize this to list-of-types-to-try.
-std::vector<Expr> args_to_vector_for_print(const py::args &args, size_t start_offset = 0) {
-    if (args.size() < start_offset) {
-        throw py::value_error("Not enough arguments");
-    }
-    std::vector<Expr> v;
-    v.reserve(args.size() - (start_offset));
-    for (size_t i = start_offset; i < args.size(); ++i) {
-        // No way to see if a cast will work: just have to try
-        // and fail. Normally we don't want string to be convertible
-        // to Expr, but in this unusual case we do.
-        try {
-            v.emplace_back(args[i].cast<std::string>());
-        } catch (...) {
-            v.push_back(args[i].cast<Expr>());
-        }
-    }
-    return v;
-}
-
-}  // namespace
-
 void define_operators(py::module &m) {
     m.def("max", [](const py::args &args) -> Expr {
         if (args.size() < 2) {
@@ -149,11 +125,11 @@ void define_operators(py::module &m) {
     m.def("reinterpret", (Expr(*)(Type, Expr)) & reinterpret);
     m.def("cast", (Expr(*)(Type, Expr)) & cast);
     m.def("print", [](const py::args &args) -> Expr {
-        return print(args_to_vector_for_print(args));
+        return print(collect_print_args(args));
     });
     m.def(
         "print_when", [](const Expr &condition, const py::args &args) -> Expr {
-            return print_when(condition, args_to_vector_for_print(args));
+            return print_when(condition, collect_print_args(args));
         },
         py::arg("condition"));
     m.def(
diff --git a/python_bindings/src/halide/halide_/PyPipeline.cpp b/python_bindings/src/halide/halide_/PyPipeline.cpp
index 18d932f01649..eaa6faf03b27 100644
--- a/python_bindings/src/halide/halide_/PyPipeline.cpp
+++ b/python_bindings/src/halide/halide_/PyPipeline.cpp
@@ -196,6 +196,13 @@ void define_pipeline(py::module &m) {
             .def("defined", &Pipeline::defined)
             .def("invalidate_cache", &Pipeline::invalidate_cache)
 
+            .def(
+                "add_requirement", [](Pipeline &p, const Expr &condition, const py::args &error_args) -> void {
+                    auto v = collect_print_args(error_args);
+                    p.add_requirement(condition, v);
+                },
+                py::arg("condition"))
+
             .def("__repr__", [](const Pipeline &p) -> std::string {
                 std::ostringstream o;
                 o << "<halide.Pipeline [";
diff --git a/python_bindings/test/correctness/addconstant_test.py b/python_bindings/test/correctness/addconstant_test.py
index 89c511829b61..0f1eb3ede059 100644
--- a/python_bindings/test/correctness/addconstant_test.py
+++ b/python_bindings/test/correctness/addconstant_test.py
@@ -23,7 +23,7 @@ def test(addconstant_impl_func, offset):
     scalar_u64 = 5724968371
     scalar_i8 = -7
     scalar_i16 = -30712
-    scalar_i32 = -98901
+    scalar_i32 = 98901
     scalar_i64 = -8163465847
     scalar_float = 3.14159
     scalar_double = 1.61803
@@ -93,6 +93,48 @@ def test(addconstant_impl_func, offset):
             for z in range(input_3d.shape[2]):
                 assert output_3d[x, y, z] == input_3d[x, y, z] + scalar_i8 + offset
 
+    try:
+        # Expected requirement failure #1
+        scalar_i32 = 0
+        addconstant_impl_func(
+            scalar_u1,
+            scalar_u8, scalar_u16, scalar_u32, scalar_u64,
+            scalar_i8, scalar_i16, scalar_i32, scalar_i64,
+            scalar_float, scalar_double,
+            input_u8, input_u16, input_u32, input_u64,
+            input_i8, input_i16, input_i32, input_i64,
+            input_float, input_double, input_2d, input_3d,
+            output_u8, output_u16, output_u32, output_u64,
+            output_i8, output_i16, output_i32, output_i64,
+            output_float, output_double, output_2d, output_3d,
+        )
+    except RuntimeError as e:
+        assert str(e) == "Halide Runtime Error: -27", e
+    else:
+        assert False, 'Did not see expected exception!'
+
+    try:
+        # Expected requirement failure #2 -- note that for AOT-compiled
+        # code in Python, the error message is stricly numeric (the text
+        # of the error isn't currently propagated int he exception).
+        scalar_i32 = -1
+        addconstant_impl_func(
+            scalar_u1,
+            scalar_u8, scalar_u16, scalar_u32, scalar_u64,
+            scalar_i8, scalar_i16, scalar_i32, scalar_i64,
+            scalar_float, scalar_double,
+            input_u8, input_u16, input_u32, input_u64,
+            input_i8, input_i16, input_i32, input_i64,
+            input_float, input_double, input_2d, input_3d,
+            output_u8, output_u16, output_u32, output_u64,
+            output_i8, output_i16, output_i32, output_i64,
+            output_float, output_double, output_2d, output_3d,
+        )
+    except RuntimeError as e:
+        assert str(e) == "Halide Runtime Error: -27", e
+    else:
+        assert False, 'Did not see expected exception!'
+
 
 if __name__ == "__main__":
     for t, o in TESTS_AND_OFFSETS:
diff --git a/python_bindings/test/correctness/basics.py b/python_bindings/test/correctness/basics.py
index 75581378e6d3..75b3b9e1fbaf 100644
--- a/python_bindings/test/correctness/basics.py
+++ b/python_bindings/test/correctness/basics.py
@@ -385,6 +385,36 @@ def test_typed_funcs():
         assert False, 'Did not see expected exception!'
 
 
+def test_requirements():
+    delta = hl.Param(hl.Int(32), 'delta')
+    x = hl.Var('x')
+    f = hl.Func('f_requirements')
+    f[x] = x + delta
+
+    # Add a requirement
+    p = hl.Pipeline([f])
+    p.add_requirement(delta != 0)  # error_args omitted
+    p.add_requirement(delta > 0, "negative values are bad", delta)
+
+    delta.set(1)
+    p.realize([10])
+
+    try:
+        delta.set(0)
+        p.realize([10])
+    except hl.HalideError as e:
+        assert 'Requirement Failed: (false)' in str(e)
+    else:
+        assert False, 'Did not see expected exception!'
+
+    try:
+        delta.set(-1)
+        p.realize([10])
+    except hl.HalideError as e:
+        assert 'Requirement Failed: (false) negative values are bad -1' in str(e)
+    else:
+        assert False, 'Did not see expected exception!'
+
 if __name__ == "__main__":
     test_compiletime_error()
     test_runtime_error()
@@ -402,3 +432,4 @@ def test_typed_funcs():
     test_basics5()
     test_scalar_funcs()
     test_bool_conversion()
+    test_requirements()
diff --git a/python_bindings/test/generators/addconstantcpp_generator.cpp b/python_bindings/test/generators/addconstantcpp_generator.cpp
index 24b1a892d8ae..577de4dab890 100644
--- a/python_bindings/test/generators/addconstantcpp_generator.cpp
+++ b/python_bindings/test/generators/addconstantcpp_generator.cpp
@@ -48,6 +48,9 @@ class AddConstantGenerator : public Halide::Generator<AddConstantGenerator> {
     Var x, y, z;
 
     void generate() {
+        add_requirement(scalar_int32 != 0);  // error_args omitted for this case
+        add_requirement(scalar_int32 > 0, "negative values are bad", scalar_int32);
+
         output_uint8(x) = input_uint8(x) + scalar_uint8;
         output_uint16(x) = input_uint16(x) + scalar_uint16;
         output_uint32(x) = input_uint32(x) + scalar_uint32;
diff --git a/python_bindings/test/generators/addconstantpy_generator.py b/python_bindings/test/generators/addconstantpy_generator.py
index 2275ced9faee..c48476e766a2 100644
--- a/python_bindings/test/generators/addconstantpy_generator.py
+++ b/python_bindings/test/generators/addconstantpy_generator.py
@@ -52,6 +52,9 @@ class AddConstantGenerator:
 
     def generate(self):
         g = self
+        g.add_requirement(g.scalar_int32 != 0)  # error_args omitted for this case
+        g.add_requirement(g.scalar_int32 > 0, "negative values are bad", g.scalar_int32)
+
         g.output_uint8[x] = g.input_uint8[x] + g.scalar_uint8
         g.output_uint16[x] = g.input_uint16[x] + g.scalar_uint16
         g.output_uint32[x] = g.input_uint32[x] + g.scalar_uint32
diff --git a/src/Generator.cpp b/src/Generator.cpp
index bc242061437c..2f4d12c71481 100644
--- a/src/Generator.cpp
+++ b/src/Generator.cpp
@@ -1554,6 +1554,11 @@ void GeneratorBase::pre_schedule() {
 void GeneratorBase::post_schedule() {
 }
 
+void GeneratorBase::add_requirement(const Expr &condition, const std::vector<Expr> &error_args) {
+    internal_assert(!pipeline.defined());
+    requirements.push_back({condition, error_args});
+}
+
 Pipeline GeneratorBase::get_pipeline() {
     check_min_phase(GenerateCalled);
     if (!pipeline.defined()) {
@@ -1584,6 +1589,9 @@ Pipeline GeneratorBase::get_pipeline() {
             }
         }
         pipeline = Pipeline(funcs);
+        for (const auto &r : requirements) {
+            pipeline.add_requirement(r.condition, r.error_args);
+        }
     }
     return pipeline;
 }
diff --git a/src/Generator.h b/src/Generator.h
index 66c2442e05d4..18ba2414b8e4 100644
--- a/src/Generator.h
+++ b/src/Generator.h
@@ -3444,9 +3444,14 @@ class GeneratorBase : public NamesInterface, public AbstractGenerator {
         return p;
     }
 
-    template<typename... Args>
-    HALIDE_NO_USER_CODE_INLINE void add_requirement(Expr condition, Args &&...args) {
-        get_pipeline().add_requirement(condition, std::forward<Args>(args)...);
+    void add_requirement(const Expr &condition, const std::vector<Expr> &error_args);
+
+    template<typename... Args,
+             typename = typename std::enable_if<Internal::all_are_printable_args<Args...>::value>::type>
+    inline HALIDE_NO_USER_CODE_INLINE void add_requirement(const Expr &condition, Args &&...error_args) {
+        std::vector<Expr> collected_args;
+        Internal::collect_print_args(collected_args, std::forward<Args>(error_args)...);
+        add_requirement(condition, collected_args);
     }
 
     void trace_pipeline() {
@@ -3636,6 +3641,12 @@ class GeneratorBase : public NamesInterface, public AbstractGenerator {
     std::string generator_registered_name, generator_stub_name;
     Pipeline pipeline;
 
+    struct Requirement {
+        Expr condition;
+        std::vector<Expr> error_args;
+    };
+    std::vector<Requirement> requirements;
+
     // Return our GeneratorParamInfo.
     GeneratorParamInfo &param_info();
 
diff --git a/src/IROperator.h b/src/IROperator.h
index d61362b5d13d..1342de00f6e6 100644
--- a/src/IROperator.h
+++ b/src/IROperator.h
@@ -322,6 +322,15 @@ Stmt remove_promises(const Stmt &s);
  * the tagged expression. If not, returns the expression. */
 Expr unwrap_tags(const Expr &e);
 
+template<typename T>
+struct is_printable_arg {
+    static constexpr bool value = std::is_convertible<T, const char *>::value ||
+                                  std::is_convertible<T, Halide::Expr>::value;
+};
+
+template<typename... Args>
+struct all_are_printable_args : meta_and<is_printable_arg<Args>...> {};
+
 // Secondary args to print can be Exprs or const char *
 inline HALIDE_NO_USER_CODE_INLINE void collect_print_args(std::vector<Expr> &args) {
 }
diff --git a/src/Pipeline.cpp b/src/Pipeline.cpp
index 76b28b7255ae..87753b79fdbb 100644
--- a/src/Pipeline.cpp
+++ b/src/Pipeline.cpp
@@ -790,7 +790,7 @@ Realization Pipeline::realize(JITUserContext *context,
     return r;
 }
 
-void Pipeline::add_requirement(const Expr &condition, std::vector<Expr> &error_args) {
+void Pipeline::add_requirement(const Expr &condition, const std::vector<Expr> &error_args) {
     user_assert(defined()) << "Pipeline is undefined\n";
 
     // It is an error for a requirement to reference a Func or a Var
diff --git a/src/Pipeline.h b/src/Pipeline.h
index bb67391f4a44..0a7bc078904c 100644
--- a/src/Pipeline.h
+++ b/src/Pipeline.h
@@ -547,17 +547,20 @@ class Pipeline {
      * with the remaining arguments, and return
      * halide_error_code_requirement_failed. Requirements are checked
      * in the order added. */
-    void add_requirement(const Expr &condition, std::vector<Expr> &error);
-
-    /** Generate begin_pipeline and end_pipeline tracing calls for this pipeline. */
-    void trace_pipeline();
+    // @{
+    void add_requirement(const Expr &condition, const std::vector<Expr> &error_args);
 
-    template<typename... Args>
-    inline HALIDE_NO_USER_CODE_INLINE void add_requirement(const Expr &condition, Args &&...args) {
+    template<typename... Args,
+             typename = typename std::enable_if<Internal::all_are_printable_args<Args...>::value>::type>
+    inline HALIDE_NO_USER_CODE_INLINE void add_requirement(const Expr &condition, Args &&...error_args) {
         std::vector<Expr> collected_args;
-        Internal::collect_print_args(collected_args, std::forward<Args>(args)...);
+        Internal::collect_print_args(collected_args, std::forward<Args>(error_args)...);
         add_requirement(condition, collected_args);
     }
+    // @}
+
+    /** Generate begin_pipeline and end_pipeline tracing calls for this pipeline. */
+    void trace_pipeline();
 
 private:
     std::string generate_function_name() const;