diff --git a/tests/cases/conformance/types/conditional/conditionalTypes2.ts b/tests/cases/conformance/types/conditional/conditionalTypes2.ts
index be758945469..4b65b5ddeb2 100644
--- a/tests/cases/conformance/types/conditional/conditionalTypes2.ts
+++ b/tests/cases/conformance/types/conditional/conditionalTypes2.ts
@@ -147,3 +147,46 @@ type B2<T, V> =
 
 type C2<T, V, E> =
     T extends object ? { [Q in keyof T]: C2<T[Q], V, E>; } : T;
+
+// Repro from #28654
+
+type MaybeTrue<T extends { b: boolean }> = true extends T["b"] ? "yes" : "no";
+
+type T0 = MaybeTrue<{ b: never }>     // "no"
+type T1 = MaybeTrue<{ b: false }>;    // "no"
+type T2 = MaybeTrue<{ b: true }>;     // "yes"
+type T3 = MaybeTrue<{ b: boolean }>;  // "yes"
+
+// Repro from #28824
+
+type Union = 'a' | 'b';
+type Product<A extends Union, B> = { f1: A, f2: B};
+type ProductUnion = Product<'a', 0> | Product<'b', 1>;
+
+// {a: "b"; b: "a"}
+type UnionComplement = {
+  [K in Union]: Exclude<Union, K>
+};
+type UCA = UnionComplement['a'];
+type UCB = UnionComplement['b'];
+
+// {a: "a"; b: "b"}
+type UnionComplementComplement = {
+  [K in Union]: Exclude<Union, Exclude<Union, K>>
+};
+type UCCA = UnionComplementComplement['a'];
+type UCCB = UnionComplementComplement['b'];
+
+// {a: Product<'b', 1>; b: Product<'a', 0>}
+type ProductComplement = {
+  [K in Union]: Exclude<ProductUnion, { f1: K }>
+};
+type PCA = ProductComplement['a'];
+type PCB = ProductComplement['b'];
+
+// {a: Product<'a', 0>; b: Product<'b', 1>}
+type ProductComplementComplement = {
+  [K in Union]: Exclude<ProductUnion, Exclude<ProductUnion, { f1: K }>>
+};
+type PCCA = ProductComplementComplement['a'];
+type PCCB = ProductComplementComplement['b'];