diff --git a/phpunit.xml b/phpunit.xml
index 4c4e55ea4e..a8578995c1 100644
--- a/phpunit.xml
+++ b/phpunit.xml
@@ -31,6 +31,7 @@
             <directory>./tests/e2e/Services/Locale</directory>
             <directory>./tests/e2e/Services/Projects</directory>
             <directory>./tests/e2e/Services/Storage</directory>
+            <directory>./tests/e2e/Services/Tokens</directory>
             <directory>./tests/e2e/Services/Webhooks</directory>
             <directory>./tests/e2e/Services/Messaging</directory>
             <directory>./tests/e2e/Services/Migrations</directory>
diff --git a/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Buckets/Files/Create.php b/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Buckets/Files/Create.php
index fe7a0187e9..e4de4c1380 100644
--- a/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Buckets/Files/Create.php
+++ b/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Buckets/Files/Create.php
@@ -61,7 +61,7 @@ class Create extends Action
         ))
         ->param('bucketId', '', new UID(), 'Storage bucket unique ID. You can create a new storage bucket using the Storage service [server integration](https://appwrite.io/docs/server/storage#createBucket).')
         ->param('fileId', '', new UID(), 'File unique ID.')
-        ->param('expire', null, new Nullable(new DatetimeValidator()), 'Token expiry date', true)
+        ->param('expire', null, new Nullable(new DatetimeValidator(requireDateInFuture: true)), 'Token expiry date', true)
         ->inject('response')
         ->inject('dbForProject')
         ->inject('queueForEvents')
@@ -70,7 +70,6 @@ class Create extends Action
 
     public function action(string $bucketId, string $fileId, ?string $expire, Response $response, Database $dbForProject, Event $queueForEvents): void
     {
-
         /**
          * @var Document $bucket
          * @var Document $file
diff --git a/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Update.php b/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Update.php
index 7a15708011..fef2c38a81 100644
--- a/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Update.php
+++ b/src/Appwrite/Platform/Modules/Tokens/Http/Tokens/Update.php
@@ -57,7 +57,7 @@ class Update extends Action
             contentType: ContentType::JSON
         ))
         ->param('tokenId', '', new UID(), 'Token unique ID.')
-        ->param('expire', null, new Nullable(new DatetimeValidator()), 'File token expiry date', true)
+        ->param('expire', null, new Nullable(new DatetimeValidator(requireDateInFuture: true)), 'File token expiry date', true)
         ->inject('response')
         ->inject('dbForProject')
         ->inject('queueForEvents')
diff --git a/tests/e2e/Services/Tokens/TokensConsoleClientTest.php b/tests/e2e/Services/Tokens/TokensConsoleClientTest.php
index c0f94a55bf..f1480faba0 100644
--- a/tests/e2e/Services/Tokens/TokensConsoleClientTest.php
+++ b/tests/e2e/Services/Tokens/TokensConsoleClientTest.php
@@ -9,7 +9,6 @@ use Tests\E2E\Client;
 use Tests\E2E\Scopes\ProjectCustom;
 use Tests\E2E\Scopes\Scope;
 use Tests\E2E\Scopes\SideServer;
-use Utopia\Database\DateTime;
 use Utopia\Database\Helpers\ID;
 use Utopia\Database\Helpers\Permission;
 use Utopia\Database\Helpers\Role;
@@ -63,10 +62,23 @@ class TokensConsoleClientTest extends Scope
 
         $fileId = $file['body']['$id'];
 
+        // Failure case: Expire date is in the past
         $token = $this->client->call(Client::METHOD_POST, '/tokens/buckets/' . $bucketId . '/files/' . $fileId, array_merge([
             'content-type' => 'application/json',
             'x-appwrite-project' => $this->getProject()['$id']
-        ], $this->getHeaders()));
+        ], $this->getHeaders()), [
+            'expire' => '2022-11-02',
+        ]);
+        $this->assertEquals(400, $token['headers']['status-code']);
+        $this->assertStringContainsString('Value must be valid date in the future', $token['body']['message']);
+
+        // Success case: No expire date
+        $token = $this->client->call(Client::METHOD_POST, '/tokens/buckets/' . $bucketId . '/files/' . $fileId, array_merge([
+            'content-type' => 'application/json',
+            'x-appwrite-project' => $this->getProject()['$id']
+        ], $this->getHeaders()), [
+            'expire' => null,
+        ]);
 
         $this->assertEquals(201, $token['headers']['status-code']);
         $this->assertEquals('files', $token['body']['resourceType']);
@@ -107,8 +119,19 @@ class TokensConsoleClientTest extends Scope
     {
         $tokenId = $data['tokenId'];
 
+        // Failure case: Expire date is in the past
+        $token = $this->client->call(Client::METHOD_PATCH, '/tokens/' . $tokenId, [
+            'content-type' => 'application/json',
+            'x-appwrite-project' => $this->getProject()['$id'],
+            'x-appwrite-key' => $this->getProject()['apiKey'],
+        ], [
+            'expire' => '2022-11-02',
+        ]);
+        $this->assertEquals(400, $token['headers']['status-code']);
+        $this->assertStringContainsString('Value must be valid date in the future', $token['body']['message']);
+
         // Finite expiry
-        $expiry = DateTime::addSeconds(new \DateTime(), 3600);
+        $expiry = date('Y-m-d', strtotime("tomorrow"));
         $token = $this->client->call(Client::METHOD_PATCH, '/tokens/' . $tokenId, array_merge([
             'content-type' => 'application/json',
             'x-appwrite-project' => $this->getProject()['$id']
diff --git a/tests/e2e/Services/Tokens/TokensCustomServerTest.php b/tests/e2e/Services/Tokens/TokensCustomServerTest.php
index fe8fa2bad9..779d5449b3 100644
--- a/tests/e2e/Services/Tokens/TokensCustomServerTest.php
+++ b/tests/e2e/Services/Tokens/TokensCustomServerTest.php
@@ -7,7 +7,6 @@ use Tests\E2E\Client;
 use Tests\E2E\Scopes\ProjectCustom;
 use Tests\E2E\Scopes\Scope;
 use Tests\E2E\Scopes\SideServer;
-use Utopia\Database\DateTime;
 use Utopia\Database\Helpers\ID;
 use Utopia\Database\Helpers\Permission;
 use Utopia\Database\Helpers\Role;
@@ -61,6 +60,17 @@ class TokensCustomServerTest extends Scope
 
         $fileId = $file['body']['$id'];
 
+        // Failure case: Expire date is in the past
+        $token = $this->client->call(Client::METHOD_POST, '/tokens/buckets/' . $bucketId . '/files/' . $fileId, array_merge([
+            'content-type' => 'application/json',
+            'x-appwrite-project' => $this->getProject()['$id']
+        ], $this->getHeaders()), [
+            'expire' => '2022-11-02',
+        ]);
+        $this->assertEquals(400, $token['headers']['status-code']);
+        $this->assertStringContainsString('Value must be valid date in the future', $token['body']['message']);
+
+        // Success case: No expire date
         $token = $this->client->call(Client::METHOD_POST, '/tokens/buckets/' . $bucketId . '/files/' . $fileId, array_merge([
             'content-type' => 'application/json',
             'x-appwrite-project' => $this->getProject()['$id']
@@ -83,8 +93,19 @@ class TokensCustomServerTest extends Scope
     {
         $tokenId = $data['tokenId'];
 
-        // Finite expiry
-        $expiry = DateTime::addSeconds(new \DateTime(), 3600);
+        // Failure case: Expire date is in the past
+        $token = $this->client->call(Client::METHOD_PATCH, '/tokens/' . $tokenId, [
+            'content-type' => 'application/json',
+            'x-appwrite-project' => $this->getProject()['$id'],
+            'x-appwrite-key' => $this->getProject()['apiKey'],
+        ], [
+            'expire' => '2022-11-02',
+        ]);
+        $this->assertEquals(400, $token['headers']['status-code']);
+        $this->assertStringContainsString('Value must be valid date in the future', $token['body']['message']);
+
+        // Success case: Finite expiry
+        $expiry = date('Y-m-d', strtotime("tomorrow"));
         $token = $this->client->call(Client::METHOD_PATCH, '/tokens/' . $tokenId, [
             'content-type' => 'application/json',
             'x-appwrite-project' => $this->getProject()['$id'],
@@ -94,9 +115,10 @@ class TokensCustomServerTest extends Scope
         ]);
 
         $dateValidator = new DatetimeValidator();
+        $this->assertEquals(200, $token['headers']['status-code']);
         $this->assertTrue($dateValidator->isValid($token['body']['expire']));
 
-        // Infinite expiry
+        // Success case: Infinite expiry
         $token = $this->client->call(Client::METHOD_PATCH, '/tokens/' . $tokenId, array_merge([
             'content-type' => 'application/json',
             'x-appwrite-project' => $this->getProject()['$id'],