diff --git a/src/lib/errors.ts b/src/lib/errors.ts
index 7cf66d383c..b9e2112264 100644
--- a/src/lib/errors.ts
+++ b/src/lib/errors.ts
@@ -42,3 +42,13 @@ export class RequiredError extends Error {
     super(msg);
   }
 }
+
+/**
+ * Error thrown when a path parameter is "." or "..", which would change the request path.
+ */
+export class InvalidPathParameterError extends Error {
+  override name = 'InvalidPathParameterError' as const;
+  constructor(msg?: string) {
+    super(msg);
+  }
+}
diff --git a/src/lib/runtime.ts b/src/lib/runtime.ts
index 50ea25f305..302c94b638 100644
--- a/src/lib/runtime.ts
+++ b/src/lib/runtime.ts
@@ -1,5 +1,5 @@
 import { retry } from './retry.js';
-import { FetchError, RequiredError, TimeoutError } from './errors.js';
+import { FetchError, InvalidPathParameterError, RequiredError, TimeoutError } from './errors.js';
 import {
   RequestOpts,
   InitOverrideFunction,
@@ -11,6 +11,17 @@ import {
 
 export * from './models.js';
 
+// "." and ".." are dot segments: URL resolution would remove them and send the request to a different path.
+function validatePathSegments(path: string) {
+  for (const segment of path.split('/')) {
+    if (segment === '.' || segment === '..') {
+      throw new InvalidPathParameterError(
+        `Invalid path parameter "${segment}": "." and ".." are not allowed because they change the request path.`
+      );
+    }
+  }
+}
+
 /**
  * @private
  * This is the base class for all generated API classes.
@@ -55,6 +66,7 @@ export class BaseAPI {
     context: RequestOpts,
     initOverrides?: RequestInit | InitOverrideFunction
   ) {
+    validatePathSegments(context.path);
     let url = this.configuration.baseUrl + context.path;
     if (context.query !== undefined && Object.keys(context.query).length !== 0) {
       // only add the querystring to the URL if there are query parameters.
diff --git a/test/lib/runtime.test.ts b/test/lib/runtime.test.ts
index 2d3bdef31f..a3f9d04c5c 100644
--- a/test/lib/runtime.test.ts
+++ b/test/lib/runtime.test.ts
@@ -8,6 +8,7 @@ import {
   ResponseError,
   ManagementApiError,
   AuthApiError,
+  InvalidPathParameterError,
 } from '../../src/index.js';
 import { InitOverrideFunction, RequestOpts } from '../../src/lib/models.js';
 import { BaseAPI, applyQueryParams, CustomDomainHeader } from '../../src/lib/runtime.js';
@@ -407,6 +408,39 @@ describe('Runtime for ManagementClient', () => {
     jest.clearAllMocks();
   });
 
+  it.each(['..', '.'])(
+    'should reject "%s" as a path parameter without sending a request',
+    async (id) => {
+      const request = nock(URL).get(/.*/).reply(200, []);
+      const client = new ManagementClient({ domain: 'tenant.auth0.com', token: 'TOKEN' });
+
+      await expect(client.users.getRoles({ id })).rejects.toThrow(InvalidPathParameterError);
+      expect(request.isDone()).toBe(false);
+    }
+  );
+
+  it('should not request a token when the path parameter is rejected', async () => {
+    const tokenRequest = nock('https://tenant.auth0.com')
+      .post('/oauth/token')
+      .reply(200, { access_token: 'TOKEN', expires_in: 86400 });
+    const client = new ManagementClient({
+      domain: 'tenant.auth0.com',
+      clientId: 'cid',
+      clientSecret: 'csecret',
+    });
+
+    await expect(client.users.getRoles({ id: '..' })).rejects.toThrow(InvalidPathParameterError);
+    expect(tokenRequest.isDone()).toBe(false);
+  });
+
+  it.each(['...', 'a.b'])('should allow "%s" as a path parameter', async (id) => {
+    const request = nock(URL).get(`/users/${id}/roles`).reply(200, []);
+    const client = new ManagementClient({ domain: 'tenant.auth0.com', token: 'TOKEN' });
+
+    await client.users.getRoles({ id });
+    expect(request.isDone()).toBe(true);
+  });
+
   it('should retry if enabled', async () => {
     const request = nock(URL, { encodedQueryParams: true })
       .get('/clients')