diff --git a/reflex/ivars/base.py b/reflex/ivars/base.py
index 27c4828af..8bb7957c4 100644
--- a/reflex/ivars/base.py
+++ b/reflex/ivars/base.py
@@ -416,7 +416,7 @@ class ImmutableVar(Var, Generic[VAR_TYPE]):
             return ToArrayOperation.create(self, var_type or list)
 
         if issubclass(output, StringVar):
-            return ToStringOperation.create(self)
+            return ToStringOperation.create(self, var_type or str)
 
         if issubclass(output, (ObjectVar, Base)):
             return ToObjectOperation.create(self, var_type or dict)
@@ -496,7 +496,7 @@ class ImmutableVar(Var, Generic[VAR_TYPE]):
         if issubclass(fixed_type, (list, tuple, set)):
             return self.to(ArrayVar, self._var_type)
         if issubclass(fixed_type, str):
-            return self.to(StringVar)
+            return self.to(StringVar, self._var_type)
         if issubclass(fixed_type, Base):
             return self.to(ObjectVar, self._var_type)
         return self
diff --git a/tests/test_var.py b/tests/test_var.py
index 5902590f5..460cee39e 100644
--- a/tests/test_var.py
+++ b/tests/test_var.py
@@ -1,7 +1,7 @@
 import json
 import math
 import typing
-from typing import Dict, List, Set, Tuple, Union
+from typing import Dict, List, Optional, Set, Tuple, Union, cast
 
 import pytest
 from pandas import DataFrame
@@ -1756,3 +1756,21 @@ def test_invalid_computed_var_deps(deps: List):
         )
         def test_var(state) -> int:
             return 1
+
+
+def test_to_string_operation():
+    class Email(str): ...
+
+    class TestState(BaseState):
+        optional_email: Optional[Email] = None
+        email: Email = Email("test@reflex.dev")
+
+    assert (
+        str(TestState.optional_email) == f"{TestState.get_full_name()}.optional_email"
+    )
+    my_state = TestState()
+    assert my_state.optional_email is None
+    assert my_state.email == "test@reflex.dev"
+
+    assert cast(ImmutableVar, TestState.email)._var_type == Email
+    assert cast(ImmutableVar, TestState.optional_email)._var_type == Optional[Email]