diff --git a/packages/utils/src/diff/index.ts b/packages/utils/src/diff/index.ts
index 09f37d0e4db2..6887e55537b4 100644
--- a/packages/utils/src/diff/index.ts
+++ b/packages/utils/src/diff/index.ts
@@ -337,12 +337,36 @@ export function replaceAsymmetricMatcher(
     const actualValue = actual[key]
     if (isAsymmetricMatcher(expectedValue)) {
       if (expectedValue.asymmetricMatch(actualValue)) {
-        actual[key] = expectedValue
+        // When matcher matches, replace expected with actual value
+        // so they appear the same in the diff
+        expected[key] = actualValue
+      }
+      else if ('sample' in expectedValue && expectedValue.sample !== undefined && isReplaceable(actualValue, expectedValue.sample)) {
+        // For container matchers (ArrayContaining, ObjectContaining), unwrap and recursively process
+        // Matcher doesn't match: unwrap but keep structure to show mismatch
+        const replaced = replaceAsymmetricMatcher(
+          actualValue,
+          expectedValue.sample,
+          actualReplaced,
+          expectedReplaced,
+        )
+        actual[key] = replaced.replacedActual
+        expected[key] = replaced.replacedExpected
       }
     }
     else if (isAsymmetricMatcher(actualValue)) {
       if (actualValue.asymmetricMatch(expectedValue)) {
-        expected[key] = actualValue
+        actual[key] = expectedValue
+      }
+      else if ('sample' in actualValue && actualValue.sample !== undefined && isReplaceable(actualValue.sample, expectedValue)) {
+        const replaced = replaceAsymmetricMatcher(
+          actualValue.sample,
+          expectedValue,
+          actualReplaced,
+          expectedReplaced,
+        )
+        actual[key] = replaced.replacedActual
+        expected[key] = replaced.replacedExpected
       }
     }
     else if (isReplaceable(actualValue, expectedValue)) {
diff --git a/test/core/test/diff.test.ts b/test/core/test/diff.test.ts
index e037aa3d0acf..df74efc3bef0 100644
--- a/test/core/test/diff.test.ts
+++ b/test/core/test/diff.test.ts
@@ -142,7 +142,7 @@ test('asymmetric matcher in object', () => {
       {
     -   "x": 1,
     +   "x": 0,
-        "y": Anything,
+        "y": "foo",
       }"
   `)
 })
@@ -159,7 +159,7 @@ test('asymmetric matcher in object with truncated diff', () => {
     + Received
 
       {
-        "w": Anything,
+        "w": "foo",
     -   "x": 1,
     +   "x": 0,
     ... Diff result is truncated"
@@ -174,7 +174,7 @@ test('asymmetric matcher in array', () => {
       [
     -   1,
     +   0,
-        Anything,
+        "foo",
       ]"
   `)
 })
@@ -211,12 +211,12 @@ test('asymmetric matcher in nested', () => {
         {
     -     "x": 1,
     +     "x": 0,
-          "y": Anything,
+          "y": "foo",
         },
         [
     -     1,
     +     0,
-          Anything,
+          "bar",
         ],
       ]"
   `)
@@ -237,8 +237,8 @@ test('asymmetric matcher in nested with truncated diff', () => {
         {
     -     "x": 1,
     +     "x": 0,
-          "y": Anything,
-          "z": Anything,
+          "y": "foo",
+          "z": "bar",
     ... Diff result is truncated"
   `)
 })
@@ -353,3 +353,136 @@ function getErrorDiff(actual: unknown, expected: unknown, options?: DiffOptions)
   }
   return expect.unreachable()
 }
+
+test('asymmetric matcher with objectContaining - simple case', () => {
+  const actual = {
+    user: {
+      name: 'John',
+      age: 25,
+      email: 'john@example.com',
+    },
+  }
+
+  const expected = {
+    user: expect.objectContaining({
+      name: expect.stringContaining('Jane'),
+      age: expect.any(Number),
+      email: expect.stringContaining('example.com'),
+    }),
+  }
+
+  expect(stripVTControlCharacters(getErrorDiff(actual, expected))).toMatchInlineSnapshot(`
+    "- Expected
+    + Received
+
+      {
+        "user": {
+          "age": 25,
+          "email": "john@example.com",
+    -     "name": StringContaining "Jane",
+    +     "name": "John",
+        },
+      }"
+  `)
+})
+
+test('asymmetric matcher with nested objectContaining and arrayContaining', () => {
+  const actual = {
+    model: 'veo-3.1-generate-preview',
+    instances: [
+      {
+        prompt: 'walk',
+        referenceImages: [
+          {
+            image: {
+              gcsUri: 'gs://example/person1.jpg',
+              mimeType: 'image/png',
+            },
+            referenceType: 'asset',
+          },
+          {
+            image: {
+              gcsUri: 'gs://example/person.jpg',
+              mimeType: 'image/png',
+            },
+            referenceType: 'asset',
+          },
+        ],
+      },
+    ],
+    parameters: {
+      durationSeconds: '8',
+      aspectRatio: '16:9',
+      generateAudio: true,
+    },
+  }
+
+  const expected = {
+    model: expect.stringMatching(/^veo-3\.1-(fast-)?generate-preview$/),
+    instances: expect.arrayContaining([
+      expect.objectContaining({
+        prompt: expect.stringMatching(/^(?=.*walking)(?=.*together)(?=.*park).*/i),
+        referenceImages: expect.arrayContaining([
+          expect.objectContaining({
+            image: expect.objectContaining({
+              gcsUri: expect.stringContaining('person1.jpg'),
+              mimeType: 'image/jpeg',
+            }),
+            referenceType: expect.stringMatching(/^(asset|style)$/),
+          }),
+          expect.objectContaining({
+            image: expect.objectContaining({
+              gcsUri: expect.stringContaining('person2.png'),
+              mimeType: 'image/png',
+            }),
+            referenceType: expect.stringMatching(/^(asset|style)$/),
+          }),
+        ]),
+      }),
+    ]),
+    parameters: expect.objectContaining({
+      durationSeconds: expect.any(Number),
+      aspectRatio: '16:9',
+      generateAudio: expect.any(Boolean),
+    }),
+  }
+
+  expect(stripVTControlCharacters(getErrorDiff(actual, expected))).toMatchInlineSnapshot(`
+    "- Expected
+    + Received
+
+      {
+        "instances": [
+          {
+    -       "prompt": StringMatching /^(?=.*walking)(?=.*together)(?=.*park).*/i,
+    +       "prompt": "walk",
+            "referenceImages": [
+              {
+                "image": {
+                  "gcsUri": "gs://example/person1.jpg",
+    -             "mimeType": "image/jpeg",
+    +             "mimeType": "image/png",
+                },
+                "referenceType": "asset",
+              },
+              {
+                "image": {
+    -             "gcsUri": StringContaining "person2.png",
+    +             "gcsUri": "gs://example/person.jpg",
+                  "mimeType": "image/png",
+                },
+                "referenceType": "asset",
+              },
+            ],
+          },
+        ],
+        "model": "veo-3.1-generate-preview",
+        "parameters": {
+          "aspectRatio": "16:9",
+    -     "durationSeconds": Any<Number>,
+    +     "durationSeconds": "8",
+          "generateAudio": true,
+        },
+      }"
+  `)
+})
diff --git a/test/core/test/expect.test.ts b/test/core/test/expect.test.ts
index 7abb03cd00bb..4d4b1e92abe5 100644
--- a/test/core/test/expect.test.ts
+++ b/test/core/test/expect.test.ts
@@ -630,7 +630,7 @@ describe('Standard Schema', () => {
           -   ],
           - },
           +     "age": "thirty",
-                "name": SchemaMatching,
+                "name": "John",
               },
             }"
         `)
diff --git a/test/core/test/jest-expect.test.ts b/test/core/test/jest-expect.test.ts
index 8e3a2c9d9856..cee708112ac4 100644
--- a/test/core/test/jest-expect.test.ts
+++ b/test/core/test/jest-expect.test.ts
@@ -1318,7 +1318,7 @@ it('correctly prints diff with asymmetric matchers', () => {
       + Received
 
         {
-          "a": Any<Number>,
+          "a": 1,
       -   "b": Any<Function>,
       +   "b": "string",
         }"