diff --git a/blueprintcompiler/language/values.py b/blueprintcompiler/language/values.py
index 833a4a3..7fa6bfa 100644
--- a/blueprintcompiler/language/values.py
+++ b/blueprintcompiler/language/values.py
@@ -338,7 +338,14 @@ class IdentLiteral(AstNode):
                         raise CompileError(
                             '"item" can only be used in an expression literal'
                         )
-                elif self.ident not in ["true", "false"]:
+                elif self.ident in ["true", "false"]:
+                    if expected_type is not None and not isinstance(
+                        expected_type, gir.BoolType
+                    ):
+                        raise CompileError(
+                            f"Cannot assign boolean to {expected_type.full_name}"
+                        )
+                else:
                     raise CompileError(
                         f"Could not find object with ID {self.ident}",
                         did_you_mean=(
diff --git a/tests/sample_errors/convert_bool_to_obj.blp b/tests/sample_errors/convert_bool_to_obj.blp
new file mode 100644
index 0000000..5f856c0
--- /dev/null
+++ b/tests/sample_errors/convert_bool_to_obj.blp
@@ -0,0 +1,5 @@
+using Gtk 4.0;
+
+Button {
+  child: false;
+}
diff --git a/tests/sample_errors/convert_bool_to_obj.err b/tests/sample_errors/convert_bool_to_obj.err
new file mode 100644
index 0000000..389f69c
--- /dev/null
+++ b/tests/sample_errors/convert_bool_to_obj.err
@@ -0,0 +1 @@
+4,10,5,Cannot assign boolean to Gtk.Widget
\ No newline at end of file