diff --git a/netbox/users/models/tokens.py b/netbox/users/models/tokens.py
index 3c1284bc9ce..77b0f71eee6 100644
--- a/netbox/users/models/tokens.py
+++ b/netbox/users/models/tokens.py
@@ -3,6 +3,7 @@
 
 from django.conf import settings
 from django.contrib.postgres.fields import ArrayField
+from django.core.exceptions import ValidationError
 from django.core.validators import MinLengthValidator
 from django.db import models
 from django.urls import reverse
@@ -86,6 +87,14 @@ def get_absolute_url(self):
     def partial(self):
         return f'**********************************{self.key[-6:]}' if self.key else ''
 
+    def clean(self):
+        super().clean()
+
+        # Prevent creating a token with a past expiration date
+        # while allowing updates to existing tokens.
+        if self.pk is None and self.is_expired:
+            raise ValidationError({'expires': _('Expiration time must be in the future.')})
+
     def save(self, *args, **kwargs):
         if not self.key:
             self.key = self.generate_key()
diff --git a/netbox/users/tests/test_models.py b/netbox/users/tests/test_models.py
index 7bb6f31af74..d37ad671111 100644
--- a/netbox/users/tests/test_models.py
+++ b/netbox/users/tests/test_models.py
@@ -1,6 +1,72 @@
+from datetime import timedelta
+
+from django.core.exceptions import ValidationError
 from django.test import TestCase
+from django.utils import timezone
+
+from users.models import User, Token
+from utilities.testing import create_test_user
+
 
-from users.models import User
+class TokenTest(TestCase):
+    """
+    Test class for testing the functionality of the Token model.
+    """
+
+    @classmethod
+    def setUpTestData(cls):
+        """
+        Set up test data for the Token model.
+        """
+        cls.user = create_test_user('User 1')
+
+    def test_is_expired(self):
+        """
+        Test the is_expired property.
+        """
+        # Token with no expiration
+        token = Token(user=self.user, expires=None)
+        self.assertFalse(token.is_expired)
+
+        # Token with future expiration
+        token.expires = timezone.now() + timedelta(days=1)
+        self.assertFalse(token.is_expired)
+
+        # Token with past expiration
+        token.expires = timezone.now() - timedelta(days=1)
+        self.assertTrue(token.is_expired)
+
+    def test_cannot_create_token_with_past_expiration(self):
+        """
+        Test that creating a token with an expiration date in the past raises a ValidationError.
+        """
+        past_date = timezone.now() - timedelta(days=1)
+        token = Token(user=self.user, expires=past_date)
+
+        with self.assertRaises(ValidationError) as cm:
+            token.clean()
+        self.assertIn('expires', cm.exception.error_dict)
+
+    def test_can_update_existing_expired_token(self):
+        """
+        Test that updating an already expired token does NOT raise a ValidationError.
+        """
+        # Create a valid token first with an expiration date in the past
+        # bypasses the clean() method
+        token = Token.objects.create(user=self.user)
+        token.expires = timezone.now() - timedelta(days=1)
+        token.save()
+
+        # Try to update the description
+        token.description = 'New Description'
+        try:
+            token.clean()
+            token.save()
+        except ValidationError:
+            self.fail('Updating an expired token should not raise ValidationError')
+
+        token.refresh_from_db()
+        self.assertEqual(token.description, 'New Description')
 
 
 class UserConfigTest(TestCase):