diff --git a/projects/standard-rulesets/src/breaking-changes/__tests__/breaking-changes.test.ts b/projects/standard-rulesets/src/breaking-changes/__tests__/breaking-changes.test.ts
index ca0be0ba33..d747509a8e 100644
--- a/projects/standard-rulesets/src/breaking-changes/__tests__/breaking-changes.test.ts
+++ b/projects/standard-rulesets/src/breaking-changes/__tests__/breaking-changes.test.ts
@@ -11,6 +11,7 @@ describe('fromOpticConfig', () => {
     expect(out)
       .toEqual(`- ruleset/breaking-changes/exclude_operations_with_extension must be string
 - ruleset/breaking-changes/exclude_operations_with_extension must be array
+- ruleset/breaking-changes/exclude_operations_with_extension must be array
 - ruleset/breaking-changes/exclude_operations_with_extension must match exactly one schema in oneOf`);
   });
 
@@ -34,6 +35,18 @@ describe('fromOpticConfig', () => {
     expect(out).toBeInstanceOf(BreakingChangesRuleset);
   });
 
+  test('valid config with exclude_operations_with_extension as object', async () => {
+    const out = await BreakingChangesRuleset.fromOpticConfig({
+      exclude_operations_with_extension: [
+        {
+          'x-stability': ['beta', 'alpha', 'draft'],
+        },
+      ],
+    });
+
+    expect(out).toBeInstanceOf(BreakingChangesRuleset);
+  });
+
   test('does not throw breaking change if semvar has updated', async () => {
     const out = await BreakingChangesRuleset.fromOpticConfig({
       skip_when_major_version_changes: true,
@@ -1234,7 +1247,7 @@ describe('breaking changes ruleset', () => {
 });
 
 describe('breaking change ruleset configuration', () => {
-  test('breaking changes applies a matches function', async () => {
+  test('breaking changes applies a matches function for string extension', async () => {
     const beforeJson: OpenAPIV3.Document = {
       ...TestHelpers.createEmptySpec(),
       paths: {
@@ -1261,13 +1274,129 @@ describe('breaking change ruleset configuration', () => {
     };
     const results = await TestHelpers.runRulesWithInputs(
       [
-        BreakingChangesRuleset.fromOpticConfig({
+        await BreakingChangesRuleset.fromOpticConfig({
           exclude_operations_with_extension: 'x-legacy',
         }) as any,
       ],
       beforeJson,
       afterJson
     );
-    expect(results.length === 0).toBe(true);
+    expect(results.length).toBe(0);
+  });
+
+  test('breaking changes applies a matches function for object extension value match', async () => {
+    const beforeJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+          post: {
+            'x-stability-level': 'draft',
+            responses: {},
+          } as any,
+        },
+      },
+    };
+    const afterJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+        },
+      },
+    };
+    const results = await TestHelpers.runRulesWithInputs(
+      [
+        await BreakingChangesRuleset.fromOpticConfig({
+          exclude_operations_with_extension: [
+            { 'x-stability-level': ['draft'] },
+          ],
+        }) as any,
+      ],
+      beforeJson,
+      afterJson
+    );
+    expect(results.length).toBe(0)
+  });
+
+  test('breaking changes applies a matches function for object extension value mismatch', async () => {
+    const beforeJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+          post: {
+            'x-stability-level': 'stable',
+            responses: {},
+          } as any,
+        },
+      },
+    };
+    const afterJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+        },
+      },
+    };
+    const results = await TestHelpers.runRulesWithInputs(
+      [
+        await BreakingChangesRuleset.fromOpticConfig({
+          exclude_operations_with_extension: [
+            { 'x-stability-level': ['draft'] },
+          ],
+        }) as any,
+      ],
+      beforeJson,
+      afterJson
+    );
+    expect(results.length).toEqual(1);
+  });
+
+    test('breaking changes applies a matches function for object extension value missing', async () => {
+    const beforeJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+          post: {
+            responses: {},
+          } as any,
+        },
+      },
+    };
+    const afterJson: OpenAPIV3.Document = {
+      ...TestHelpers.createEmptySpec(),
+      paths: {
+        '/api/users': {
+          get: {
+            responses: {},
+          },
+        },
+      },
+    };
+    const results = await TestHelpers.runRulesWithInputs(
+      [
+        await BreakingChangesRuleset.fromOpticConfig({
+          exclude_operations_with_extension: [
+            { 'x-stability-level': ['draft'] },
+          ],
+        }) as any,
+      ],
+      beforeJson,
+      afterJson
+    );
+    expect(results.length).toEqual(1);
   });
 });
diff --git a/projects/standard-rulesets/src/breaking-changes/index.ts b/projects/standard-rulesets/src/breaking-changes/index.ts
index 850394f6a1..ebae88e90e 100644
--- a/projects/standard-rulesets/src/breaking-changes/index.ts
+++ b/projects/standard-rulesets/src/breaking-changes/index.ts
@@ -6,6 +6,7 @@ import { preventResponsePropertyOptional } from './preventResponsePropertyOption
 import { preventResponsePropertyRemoval } from './preventResponsePropertyRemoval';
 import { preventResponsePropertyTypeChange } from './preventResponsePropertyTypeChange';
 import { preventResponseStatusCodeRemoval } from './preventResponseStatusCodeRemoval';
+
 import {
   preventQueryParameterEnumBreak,
   preventCookieParameterEnumBreak,
@@ -36,7 +37,7 @@ import { preventResponseNarrowingInUnionTypes } from './preventResponseNarrowing
 import { excludeOperationWithExtensionMatches } from '../utils';
 
 type YamlConfig = {
-  exclude_operations_with_extension?: string | string[];
+  exclude_operations_with_extension?: string | string[] | { [key: string]: string[] }[];
   skip_when_major_version_changes?: boolean;
   docs_link?: string;
   severity?: SeverityText;
@@ -47,7 +48,21 @@ const configSchema = {
   type: 'object',
   properties: {
     exclude_operations_with_extension: {
-      oneOf: [{ type: 'string' }, { type: 'array', items: { type: 'string' } }],
+      oneOf: [
+        { type: 'string' }, 
+        { type: 'array', items: { type: 'string' }},         
+        {
+          type: 'array',
+          items: {
+            type: 'object',
+            minProperties: 1,
+            additionalProperties: {
+              type: 'array',
+              items: { type: 'string' },
+            },
+          },
+        },
+      ],
     },
     skip_when_major_version_changes: {
       type: 'boolean',
diff --git a/projects/standard-rulesets/src/utils.ts b/projects/standard-rulesets/src/utils.ts
index 4948205cab..26f5561c8f 100644
--- a/projects/standard-rulesets/src/utils.ts
+++ b/projects/standard-rulesets/src/utils.ts
@@ -10,15 +10,40 @@ function extensionIsTruthy(extension: any) {
 }
 
 export const excludeOperationWithExtensionMatches = (
-  excludeOperationWithExtensions: string | string[]
+  excludeOperationWithExtensions: string | string[] | { [key: string]: string[] }[]
 ) => {
   return (context: RuleContext): boolean => {
-    return Array.isArray(excludeOperationWithExtensions)
-      ? excludeOperationWithExtensions.some(
-          (e) => !extensionIsTruthy((context.operation.raw as any)[e])
-        )
-      : !extensionIsTruthy(
-          (context.operation.raw as any)[excludeOperationWithExtensions]
-        );
+    const operation = context.operation.raw as any;
+
+    // Case 1: A single extension string (e.g., 'x-legacy')
+    if (typeof excludeOperationWithExtensions === 'string') {
+      return !extensionIsTruthy(operation[excludeOperationWithExtensions]);
+    }
+
+    // Case 2: An array of extensions
+    if (Array.isArray(excludeOperationWithExtensions)) {
+      for (const exclusion of excludeOperationWithExtensions) {
+        // Case 2a: Array of strings (e.g., ['x-legacy', 'x-internal'])
+        if (typeof exclusion === 'string') {
+          if (extensionIsTruthy(operation[exclusion])) {
+            return false; // Exclude if any extension is truthy
+          }
+        }
+        // Case 2b: Array of objects (e.g., [{ 'x-stability': ['beta'] }])
+        else if (typeof exclusion === 'object' && exclusion !== null) {
+          for (const [key, values] of Object.entries(exclusion)) {
+            const extensionValue = operation[key];
+            if (
+              extensionValue &&
+              values.includes(String(extensionValue))
+            ) {
+              return false; // Exclude if the extension value matches
+            }
+          }
+        }
+      }
+    }
+    return true; // Include by default
   };
 };
+