diff --git a/mypy/plugins/dataclasses.py b/mypy/plugins/dataclasses.py
index 9e054493828f..efa1338962a0 100644
--- a/mypy/plugins/dataclasses.py
+++ b/mypy/plugins/dataclasses.py
@@ -104,6 +104,7 @@ def __init__(
         info: TypeInfo,
         kw_only: bool,
         is_neither_frozen_nor_nonfrozen: bool,
+        api: SemanticAnalyzerPluginInterface,
     ) -> None:
         self.name = name
         self.alias = alias
@@ -116,6 +117,7 @@ def __init__(
         self.info = info
         self.kw_only = kw_only
         self.is_neither_frozen_nor_nonfrozen = is_neither_frozen_nor_nonfrozen
+        self._api = api
 
     def to_argument(self, current_info: TypeInfo) -> Argument:
         arg_kind = ARG_POS
@@ -138,7 +140,10 @@ def expand_type(self, current_info: TypeInfo) -> Optional[Type]:
             # however this plugin is called very late, so all types should be fully ready.
             # Also, it is tricky to avoid eager expansion of Self types here (e.g. because
             # we serialize attributes).
-            return expand_type(self.type, {self.info.self_type.id: fill_typevars(current_info)})
+            with state.strict_optional_set(self._api.options.strict_optional):
+                return expand_type(
+                    self.type, {self.info.self_type.id: fill_typevars(current_info)}
+                )
         return self.type
 
     def to_var(self, current_info: TypeInfo) -> Var:
@@ -165,13 +170,14 @@ def deserialize(
     ) -> DataclassAttribute:
         data = data.copy()
         typ = deserialize_and_fixup_type(data.pop("type"), api)
-        return cls(type=typ, info=info, **data)
+        return cls(type=typ, info=info, **data, api=api)
 
     def expand_typevar_from_subtype(self, sub_type: TypeInfo) -> None:
         """Expands type vars in the context of a subtype when an attribute is inherited
         from a generic super type."""
         if self.type is not None:
-            self.type = map_type_from_supertype(self.type, sub_type, self.info)
+            with state.strict_optional_set(self._api.options.strict_optional):
+                self.type = map_type_from_supertype(self.type, sub_type, self.info)
 
 
 class DataclassTransformer:
@@ -230,12 +236,11 @@ def transform(self) -> bool:
             and ("__init__" not in info.names or info.names["__init__"].plugin_generated)
             and attributes
         ):
-            with state.strict_optional_set(self._api.options.strict_optional):
-                args = [
-                    attr.to_argument(info)
-                    for attr in attributes
-                    if attr.is_in_init and not self._is_kw_only_type(attr.type)
-                ]
+            args = [
+                attr.to_argument(info)
+                for attr in attributes
+                if attr.is_in_init and not self._is_kw_only_type(attr.type)
+            ]
 
             if info.fallback_to_any:
                 # Make positional args optional since we don't know their order.
@@ -355,8 +360,7 @@ def transform(self) -> bool:
         self._add_dataclass_fields_magic_attribute()
 
         if self._spec is _TRANSFORM_SPEC_FOR_DATACLASSES:
-            with state.strict_optional_set(self._api.options.strict_optional):
-                self._add_internal_replace_method(attributes)
+            self._add_internal_replace_method(attributes)
         if "__post_init__" in info.names:
             self._add_internal_post_init_method(attributes)
 
@@ -546,8 +550,7 @@ def collect_attributes(self) -> list[DataclassAttribute] | None:
                 # TODO: We shouldn't be performing type operations during the main
                 #       semantic analysis pass, since some TypeInfo attributes might
                 #       still be in flux. This should be performed in a later phase.
-                with state.strict_optional_set(self._api.options.strict_optional):
-                    attr.expand_typevar_from_subtype(cls.info)
+                attr.expand_typevar_from_subtype(cls.info)
                 found_attrs[name] = attr
 
                 sym_node = cls.info.names.get(name)
@@ -693,6 +696,7 @@ def collect_attributes(self) -> list[DataclassAttribute] | None:
                 is_neither_frozen_nor_nonfrozen=_has_direct_dataclass_transform_metaclass(
                     cls.info
                 ),
+                api=self._api,
             )
 
         all_attrs = list(found_attrs.values())
diff --git a/test-data/unit/pythoneval.test b/test-data/unit/pythoneval.test
index 1460002e1b65..adc8c2e2e8ee 100644
--- a/test-data/unit/pythoneval.test
+++ b/test-data/unit/pythoneval.test
@@ -2094,7 +2094,6 @@ grouped = groupby(pairs, key=fst)
 [out]
 
 [case testDataclassReplaceOptional]
-# flags: --strict-optional
 from dataclasses import dataclass, replace
 from typing import Optional
 
@@ -2107,5 +2106,18 @@ reveal_type(a)
 a2 = replace(a, x=None)  # OK
 reveal_type(a2)
 [out]
-_testDataclassReplaceOptional.py:10: note: Revealed type is "_testDataclassReplaceOptional.A"
-_testDataclassReplaceOptional.py:12: note: Revealed type is "_testDataclassReplaceOptional.A"
+_testDataclassReplaceOptional.py:9: note: Revealed type is "_testDataclassReplaceOptional.A"
+_testDataclassReplaceOptional.py:11: note: Revealed type is "_testDataclassReplaceOptional.A"
+
+[case testDataclassStrictOptionalAlwaysSet]
+from dataclasses import dataclass
+from typing import Callable, Optional
+
+@dataclass
+class Description:
+    name_fn: Callable[[Optional[int]], Optional[str]]
+
+def f(d: Description) -> None:
+    reveal_type(d.name_fn)
+[out]
+_testDataclassStrictOptionalAlwaysSet.py:9: note: Revealed type is "def (Union[builtins.int, None]) -> Union[builtins.str, None]"