diff --git a/expect/_extend_test.ts b/expect/_extend_test.ts
index 98352b437fba..080b5b6993ed 100644
--- a/expect/_extend_test.ts
+++ b/expect/_extend_test.ts
@@ -2,11 +2,12 @@
 
 import { expect } from "./expect.ts";
 import type { Async, Expected, MatcherContext, Tester } from "./_types.ts";
-import { AssertionError, assertThrows } from "@std/assert";
+import { AssertionError, assertRejects, assertThrows } from "@std/assert";
 
 declare module "./_types.ts" {
   interface Expected {
     toEqualBook: (expected: unknown) => ExtendMatchResult;
+    toBeResolved: () => Promise<ExtendMatchResult>;
   }
 }
 
@@ -78,6 +79,24 @@ expect.extend({
       pass: result,
     };
   },
+  async toBeResolved(context) {
+    if (!(context.value instanceof Promise)) {
+      throw new TypeError("Expected value to be a promise");
+    }
+    const test = new Promise<void>((resolve) => setTimeout(resolve, 0));
+    const status = await Promise.race([
+      context.value.then(() => "resolved"),
+      test.then(() => "pending"),
+    ]);
+    await test;
+    return {
+      message: () =>
+        `Expected promise to be ${
+          { pending: "resolved", resolved: "pending" }[status]
+        } (got ${status})`,
+      pass: status === "resolved",
+    };
+  },
 });
 
 Deno.test("expect.extend() api test case", () => {
@@ -158,3 +177,20 @@ Deno.test("expect.extend() example is valid", async () => {
   myexpect("foo").not.toBeNull();
   myexpect.anything;
 });
+
+Deno.test("expect.extend() api test case", async () => {
+  const { promise, resolve } = Promise.withResolvers<void>();
+  await expect(promise).not.toBeResolved();
+  await assertRejects(
+    () => expect(promise).toBeResolved(),
+    AssertionError,
+    "Expected promise to be resolved (got pending)",
+  );
+  resolve();
+  await expect(promise).toBeResolved();
+  await assertRejects(
+    () => expect(promise).not.toBeResolved(),
+    AssertionError,
+    "Expected promise to be pending (got resolved)",
+  );
+});
diff --git a/expect/_types.ts b/expect/_types.ts
index 3988d69fb9bb..9e0a4f231829 100644
--- a/expect/_types.ts
+++ b/expect/_types.ts
@@ -12,7 +12,7 @@ export interface MatcherContext {
 export type Matcher = (
   context: MatcherContext,
   ...args: any[]
-) => MatchResult | ExtendMatchResult;
+) => MatchResult | ExtendMatchResult | Promise<ExtendMatchResult>;
 
 export type Matchers = {
   [key: string]: Matcher;
diff --git a/expect/expect.ts b/expect/expect.ts
index cd9d24a0ff2c..04b84d82f6d7 100644
--- a/expect/expect.ts
+++ b/expect/expect.ts
@@ -211,13 +211,29 @@ export function expect<T extends Expected = Expected>(
             context.isNot = true;
           }
           if (name in extendMatchers) {
-            const result = matcher(context, ...args) as ExtendMatchResult;
-            if (context.isNot) {
-              if (result.pass) {
+            const result = matcher(context, ...args) as
+              | ExtendMatchResult
+              | Promise<ExtendMatchResult>;
+
+            if (result instanceof Promise) {
+              return result.then((result) => {
+                if (context.isNot) {
+                  if (result.pass) {
+                    throw new AssertionError(result.message());
+                  }
+                } else if (!result.pass) {
+                  throw new AssertionError(result.message());
+                }
+                emitAssertionTrigger();
+              });
+            } else {
+              if (context.isNot) {
+                if (result.pass) {
+                  throw new AssertionError(result.message());
+                }
+              } else if (!result.pass) {
                 throw new AssertionError(result.message());
               }
-            } else if (!result.pass) {
-              throw new AssertionError(result.message());
             }
           } else {
             matcher(context, ...args);