diff --git a/compiler/rustc_ast_passes/src/feature_gate.rs b/compiler/rustc_ast_passes/src/feature_gate.rs
index 1b1bbb1564c46..9a4cfa87b92e1 100644
--- a/compiler/rustc_ast_passes/src/feature_gate.rs
+++ b/compiler/rustc_ast_passes/src/feature_gate.rs
@@ -330,15 +330,11 @@ impl<'a> Visitor<'a> for PostExpansionVisitor<'a> {
     fn visit_expr(&mut self, e: &'a ast::Expr) {
         match e.kind {
             ast::ExprKind::TryBlock(_, None) => {
+                // `try { ... }` is old and is only gated post-expansion here.
                 gate!(&self, try_blocks, e.span, "`try` expression is experimental");
             }
             ast::ExprKind::TryBlock(_, Some(_)) => {
-                gate!(
-                    &self,
-                    try_blocks_heterogeneous,
-                    e.span,
-                    "`try bikeshed` expression is experimental"
-                );
+                // `try_blocks_heterogeneous` is new, and gated pre-expansion instead.
             }
             ast::ExprKind::Lit(token::Lit {
                 kind: token::LitKind::Float | token::LitKind::Integer,
@@ -499,6 +495,7 @@ pub fn check_crate(krate: &ast::Crate, sess: &Session, features: &Features) {
         half_open_range_patterns_in_slices,
         "half-open range patterns in slices are unstable"
     );
+    gate_all!(try_blocks_heterogeneous, "`try bikeshed` expression is experimental");
     gate_all!(yeet_expr, "`do yeet` expression is experimental");
     gate_all!(const_closures, "const closures are experimental");
     gate_all!(builtin_syntax, "`builtin #` syntax is unstable");
diff --git a/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.rs b/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.rs
index 9f0073eac9adc..5a20370e2eeb8 100644
--- a/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.rs
+++ b/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.rs
@@ -6,4 +6,11 @@ pub fn main() {
         x
     };
     assert_eq!(try_result, Some(5));
+
+    // The heterogenous form is new, so is gated even under a `cfg(false)`.
+    // See <https://github.com/rust-lang/rust/issues/152501>
+
+    #[cfg(false)]
+    try bikeshed () {}
+    //~^ error `try bikeshed` expression is experimental
 }
diff --git a/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.stderr b/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.stderr
index 0d31dc507fdde..e448945b2ba81 100644
--- a/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.stderr
+++ b/tests/ui/feature-gates/feature-gate-try_blocks_heterogeneous.stderr
@@ -12,6 +12,16 @@ LL | |     };
    = help: add `#![feature(try_blocks_heterogeneous)]` to the crate attributes to enable
    = note: this compiler was built on YYYY-MM-DD; consider upgrading it if it is out of date
 
-error: aborting due to 1 previous error
+error[E0658]: `try bikeshed` expression is experimental
+  --> $DIR/feature-gate-try_blocks_heterogeneous.rs:14:5
+   |
+LL |     try bikeshed () {}
+   |     ^^^^^^^^^^^^^^^^^^
+   |
+   = note: see issue #149488 <https://github.com/rust-lang/rust/issues/149488> for more information
+   = help: add `#![feature(try_blocks_heterogeneous)]` to the crate attributes to enable
+   = note: this compiler was built on YYYY-MM-DD; consider upgrading it if it is out of date
+
+error: aborting due to 2 previous errors
 
 For more information about this error, try `rustc --explain E0658`.
diff --git a/tests/ui/try-block/try-block-homogeneous-pre-expansion.rs b/tests/ui/try-block/try-block-homogeneous-pre-expansion.rs
new file mode 100644
index 0000000000000..980f97ca0672e
--- /dev/null
+++ b/tests/ui/try-block/try-block-homogeneous-pre-expansion.rs
@@ -0,0 +1,12 @@
+//@ check-pass
+//@ edition: 2018
+
+// For historical reasons this is only a warning, not an error.
+// See <https://github.com/rust-lang/rust/issues/152501>
+
+fn main() {
+    #[cfg(false)]
+    try {}
+    //~^ warn `try` blocks are unstable
+    //~| warn unstable syntax can change at any point
+}
diff --git a/tests/ui/try-block/try-block-homogeneous-pre-expansion.stderr b/tests/ui/try-block/try-block-homogeneous-pre-expansion.stderr
new file mode 100644
index 0000000000000..dc92d7e64aff3
--- /dev/null
+++ b/tests/ui/try-block/try-block-homogeneous-pre-expansion.stderr
@@ -0,0 +1,14 @@
+warning: `try` blocks are unstable
+  --> $DIR/try-block-homogeneous-pre-expansion.rs:9:5
+   |
+LL |     try {}
+   |     ^^^^^^
+   |
+   = note: see issue #31436 <https://github.com/rust-lang/rust/issues/31436> for more information
+   = help: add `#![feature(try_blocks)]` to the crate attributes to enable
+   = note: this compiler was built on YYYY-MM-DD; consider upgrading it if it is out of date
+   = warning: unstable syntax can change at any point in the future, causing a hard error!
+   = note: for more information, see issue #65860 <https://github.com/rust-lang/rust/issues/65860>
+
+warning: 1 warning emitted
+