diff --git a/lib/typed/coercion/boolean_coercer.rb b/lib/typed/coercion/boolean_coercer.rb
new file mode 100644
index 0000000..0ed09d4
--- /dev/null
+++ b/lib/typed/coercion/boolean_coercer.rb
@@ -0,0 +1,31 @@
+# typed: strict
+
+module Typed
+  module Coercion
+    class BooleanCoercer < Coercer
+      extend T::Generic
+
+      Target = type_member { {fixed: T::Boolean} }
+
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
+      def used_for_type?(type)
+        type == T::Utils.coerce(T::Boolean)
+      end
+
+      sig { override.params(field: Field, value: Value).returns(Result[Target, CoercionError]) }
+      def coerce(field:, value:)
+        if T.cast(field.type, T::Types::Base).valid?(value)
+          Success.new(value)
+        elsif value == "true"
+          Success.new(true)
+        elsif value == "false"
+          Success.new(false)
+        else
+          Failure.new(CoercionError.new)
+        end
+      rescue TypeError
+        Failure.new(CoercionError.new("Field type must be a T::Boolean."))
+      end
+    end
+  end
+end
diff --git a/lib/typed/coercion/coercer.rb b/lib/typed/coercion/coercer.rb
index 0d50345..c7776e2 100644
--- a/lib/typed/coercion/coercer.rb
+++ b/lib/typed/coercion/coercer.rb
@@ -10,7 +10,7 @@ class Coercer
 
       Target = type_member(:out)
 
-      sig { abstract.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { abstract.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
       end
 
diff --git a/lib/typed/coercion/coercer_registry.rb b/lib/typed/coercion/coercer_registry.rb
index 2f8cda2..47a086d 100644
--- a/lib/typed/coercion/coercer_registry.rb
+++ b/lib/typed/coercion/coercer_registry.rb
@@ -11,7 +11,7 @@ class CoercerRegistry
 
       Registry = T.type_alias { T::Array[T.class_of(Coercer)] }
 
-      DEFAULT_COERCERS = T.let([StringCoercer, IntegerCoercer, FloatCoercer, EnumCoercer, StructCoercer], Registry)
+      DEFAULT_COERCERS = T.let([StringCoercer, BooleanCoercer, IntegerCoercer, FloatCoercer, EnumCoercer, StructCoercer], Registry)
 
       sig { void }
       def initialize
@@ -28,7 +28,7 @@ def reset!
         @available = DEFAULT_COERCERS.clone
       end
 
-      sig { params(type: T::Class[T.anything]).returns(T.nilable(T.class_of(Coercer))) }
+      sig { params(type: Field::Type).returns(T.nilable(T.class_of(Coercer))) }
       def select_coercer_by(type:)
         @available.find { |coercer| coercer.new.used_for_type?(type) }
       end
diff --git a/lib/typed/coercion/enum_coercer.rb b/lib/typed/coercion/enum_coercer.rb
index c0537c5..c0070e8 100644
--- a/lib/typed/coercion/enum_coercer.rb
+++ b/lib/typed/coercion/enum_coercer.rb
@@ -7,16 +7,16 @@ class EnumCoercer < Coercer
 
       Target = type_member { {fixed: T::Enum} }
 
-      sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
-        !!(type < T::Enum)
+        type.is_a?(Class) && !!(type < T::Enum)
       end
 
       sig { override.params(field: Field, value: Value).returns(Result[Target, CoercionError]) }
       def coerce(field:, value:)
         type = field.type
 
-        return Failure.new(CoercionError.new("Field type must inherit from T::Enum for Enum coercion.")) unless type < T::Enum
+        return Failure.new(CoercionError.new("Field type must inherit from T::Enum for Enum coercion.")) unless type.is_a?(Class) && !!(type < T::Enum)
 
         Success.new(type.from_serialized(value))
       rescue KeyError => e
diff --git a/lib/typed/coercion/float_coercer.rb b/lib/typed/coercion/float_coercer.rb
index 526637f..fb0db82 100644
--- a/lib/typed/coercion/float_coercer.rb
+++ b/lib/typed/coercion/float_coercer.rb
@@ -7,7 +7,7 @@ class FloatCoercer < Coercer
 
       Target = type_member { {fixed: Float} }
 
-      sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
         type == Float
       end
diff --git a/lib/typed/coercion/integer_coercer.rb b/lib/typed/coercion/integer_coercer.rb
index 6a24396..faa4fd1 100644
--- a/lib/typed/coercion/integer_coercer.rb
+++ b/lib/typed/coercion/integer_coercer.rb
@@ -7,7 +7,7 @@ class IntegerCoercer < Coercer
 
       Target = type_member { {fixed: Integer} }
 
-      sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
         type == Integer
       end
diff --git a/lib/typed/coercion/string_coercer.rb b/lib/typed/coercion/string_coercer.rb
index 29e8b41..73c9e71 100644
--- a/lib/typed/coercion/string_coercer.rb
+++ b/lib/typed/coercion/string_coercer.rb
@@ -7,7 +7,7 @@ class StringCoercer < Coercer
 
       Target = type_member { {fixed: String} }
 
-      sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
         type == String
       end
diff --git a/lib/typed/coercion/struct_coercer.rb b/lib/typed/coercion/struct_coercer.rb
index 9b14d9f..be51421 100644
--- a/lib/typed/coercion/struct_coercer.rb
+++ b/lib/typed/coercion/struct_coercer.rb
@@ -7,16 +7,16 @@ class StructCoercer < Coercer
 
       Target = type_member { {fixed: T::Struct} }
 
-      sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+      sig { override.params(type: Field::Type).returns(T::Boolean) }
       def used_for_type?(type)
-        !!(type < T::Struct)
+        type.is_a?(Class) && !!(type < T::Struct)
       end
 
       sig { override.params(field: Field, value: Value).returns(Result[Target, CoercionError]) }
       def coerce(field:, value:)
         type = field.type
 
-        return Failure.new(CoercionError.new("Field type must inherit from T::Struct for Struct coercion.")) unless type < T::Struct
+        return Failure.new(CoercionError.new("Field type must inherit from T::Struct for Struct coercion.")) unless type.is_a?(Class) && type < T::Struct
         return Failure.new(CoercionError.new("Value must be a Hash for Struct coercion.")) unless value.is_a?(Hash)
 
         Success.new(type.from_hash!(HashTransformer.new.deep_stringify_keys(value)))
diff --git a/lib/typed/field.rb b/lib/typed/field.rb
index 80ffdac..b22ad28 100644
--- a/lib/typed/field.rb
+++ b/lib/typed/field.rb
@@ -6,8 +6,10 @@ class Field < T::Struct
 
     include ActsAsComparable
 
+    Type = T.type_alias { T.any(T::Class[T.anything], T::Types::Base) }
+
     const :name, Symbol
-    const :type, T::Class[T.anything]
+    const :type, Type
     const :required, T::Boolean, default: true
 
     sig { returns(T::Boolean) }
@@ -24,5 +26,12 @@ def optional?
     def validate(value)
       Validations::FieldTypeValidator.new.validate(field: self, value: value)
     end
+
+    sig { params(value: Value).returns(T::Boolean) }
+    def works_with?(value)
+      value.class == type || T.cast(type, T::Types::Base).valid?(value) # standard:disable Style/ClassEqualityComparison
+    rescue TypeError
+      false
+    end
   end
 end
diff --git a/lib/typed/serializer.rb b/lib/typed/serializer.rb
index 67fbb23..3d4471b 100644
--- a/lib/typed/serializer.rb
+++ b/lib/typed/serializer.rb
@@ -35,9 +35,9 @@ def deserialize_from_creation_params(creation_params)
       results = schema.fields.map do |field|
         value = creation_params[field.name]
 
-        if value.nil?
+        if value.nil? || field.works_with?(value)
           field.validate(value)
-        elsif value.class != field.type
+        else
           coercion_result = Coercion.coerce(field: field, value: value)
 
           if coercion_result.success?
@@ -45,8 +45,6 @@ def deserialize_from_creation_params(creation_params)
           else
             Failure.new(Validations::ValidationError.new(coercion_result.error.message))
           end
-        else
-          field.validate(value)
         end
       end
 
diff --git a/lib/typed/validations/field_type_validator.rb b/lib/typed/validations/field_type_validator.rb
index ffda964..3148761 100644
--- a/lib/typed/validations/field_type_validator.rb
+++ b/lib/typed/validations/field_type_validator.rb
@@ -9,7 +9,7 @@ class FieldTypeValidator
 
       sig { override.params(field: Field, value: Value).returns(ValidationResult) }
       def validate(field:, value:)
-        if field.type == value.class
+        if field.works_with?(value)
           Success.new(ValidatedValue.new(name: field.name, value: value))
         elsif field.required? && value.nil?
           Failure.new(RequiredFieldError.new(field_name: field.name))
diff --git a/lib/typed/validations/type_mismatch_error.rb b/lib/typed/validations/type_mismatch_error.rb
index 99ca072..8970b77 100644
--- a/lib/typed/validations/type_mismatch_error.rb
+++ b/lib/typed/validations/type_mismatch_error.rb
@@ -5,7 +5,7 @@ module Validations
     class TypeMismatchError < ValidationError
       extend T::Sig
 
-      sig { params(field_name: Symbol, field_type: T::Class[T.anything], given_type: T::Class[T.anything]).void }
+      sig { params(field_name: Symbol, field_type: Field::Type, given_type: T::Class[T.anything]).void }
       def initialize(field_name:, field_type:, given_type:)
         super("Invalid type given to #{field_name}. Expected #{field_type}, got #{given_type}.")
       end
diff --git a/test/support/simple_string_coercer.rb b/test/support/simple_string_coercer.rb
index 8a49917..496b5fc 100644
--- a/test/support/simple_string_coercer.rb
+++ b/test/support/simple_string_coercer.rb
@@ -5,7 +5,7 @@ class SimpleStringCoercer < Typed::Coercion::Coercer
 
   Target = type_member { {fixed: String} }
 
-  sig { override.params(type: T::Class[T.anything]).returns(T::Boolean) }
+  sig { override.params(type: Typed::Field::Type).returns(T::Boolean) }
   def used_for_type?(type)
     type == String
   end
diff --git a/test/support/structs/city.rb b/test/support/structs/city.rb
new file mode 100644
index 0000000..0ce275a
--- /dev/null
+++ b/test/support/structs/city.rb
@@ -0,0 +1,11 @@
+# typed: true
+
+class City < T::Struct
+  include ActsAsComparable
+
+  const :name, String
+  const :capital, T::Boolean
+end
+
+NEW_YORK_CITY = City.new(name: "New York", capital: false)
+DC_CITY = City.new(name: "DC", capital: true)
diff --git a/test/support/structs/country.rb b/test/support/structs/country.rb
new file mode 100644
index 0000000..e4a7e3f
--- /dev/null
+++ b/test/support/structs/country.rb
@@ -0,0 +1,10 @@
+# typed: true
+
+require_relative "city"
+
+class Country < T::Struct
+  const :name, String
+  const :cities, T::Array[City]
+end
+
+US_COUNTRY = Country.new(name: "US", cities: [NEW_YORK_CITY, DC_CITY])
diff --git a/test/typed/coercion/boolean_coercer_test.rb b/test/typed/coercion/boolean_coercer_test.rb
new file mode 100644
index 0000000..8d661fd
--- /dev/null
+++ b/test/typed/coercion/boolean_coercer_test.rb
@@ -0,0 +1,41 @@
+# typed: true
+
+class BooleanCoercerTest < Minitest::Test
+  def setup
+    @coercer = Typed::Coercion::BooleanCoercer.new
+    @field = Typed::Field.new(name: :capital, type: T::Utils.coerce(T::Boolean))
+  end
+
+  def test_used_for_type_works
+    assert(@coercer.used_for_type?(T::Utils.coerce(T::Boolean)))
+    refute(@coercer.used_for_type?(Integer))
+  end
+
+  def test_when_boolean_field_given_returns_failure
+    result = @coercer.coerce(field: Typed::Field.new(name: :testing, type: Integer), value: "testing")
+
+    assert_failure(result)
+    assert_error(Typed::Coercion::CoercionError.new("Field type must be a T::Boolean."), result)
+  end
+
+  def test_when_true_boolean_can_be_coerced_returns_success
+    result = @coercer.coerce(field: @field, value: "true")
+
+    assert_success(result)
+    assert_payload(true, result)
+  end
+
+  def test_when_false_boolean_can_be_coerced_returns_success
+    result = @coercer.coerce(field: @field, value: "false")
+
+    assert_success(result)
+    assert_payload(false, result)
+  end
+
+  def test_when_enum_cannot_be_coerced_returns_failure
+    result = @coercer.coerce(field: @field, value: "bad")
+
+    assert_failure(result)
+    assert_error(Typed::Coercion::CoercionError.new, result)
+  end
+end
diff --git a/test/typed/field_test.rb b/test/typed/field_test.rb
index 11fc1b3..ba7345c 100644
--- a/test/typed/field_test.rb
+++ b/test/typed/field_test.rb
@@ -17,4 +17,17 @@ def test_required_and_optional_helpers_work_when_optional
     assert_predicate(@optional_field, :optional?)
     refute_predicate(@optional_field, :required?)
   end
+
+  def test_when_standard_type_work_with_works
+    assert(@required_field.works_with?("Max"))
+    refute(@required_field.works_with?(1))
+  end
+
+  def test_when_base_type_works_with_works
+    field = Typed::Field.new(name: :bools, type: T::Utils.coerce(T::Boolean))
+
+    assert(field.works_with?(true))
+    assert(field.works_with?(false))
+    refute(field.works_with?("Max"))
+  end
 end
diff --git a/test/typed/hash_serializer_test.rb b/test/typed/hash_serializer_test.rb
index 0df1cde..c96702b 100644
--- a/test/typed/hash_serializer_test.rb
+++ b/test/typed/hash_serializer_test.rb
@@ -30,6 +30,13 @@ def test_it_can_deep_serialize
     assert_payload({name: "Alex", age: 31, ruby_rank: "pretty", job: {title: "Software Developer", salary: 1_000_000_00}}, result)
   end
 
+  def test_with_boolean_it_can_serialize
+    result = Typed::HashSerializer.new(schema: Typed::Schema.from_struct(City)).serialize(NEW_YORK_CITY)
+
+    assert_success(result)
+    assert_payload({name: "New York", capital: false}, result)
+  end
+
   def test_when_struct_given_is_not_of_target_type_returns_failure
     result = @serializer.serialize(Job.new(title: "Testing", salary: 90_00))
 
@@ -53,6 +60,13 @@ def test_it_can_simple_deserialize_from_string_keys
     assert_payload(MAX_PERSON, result)
   end
 
+  def test_with_boolean_it_can_deserialize
+    result = Typed::HashSerializer.new(schema: Typed::Schema.from_struct(City)).deserialize({name: "New York", capital: false})
+
+    assert_success(result)
+    assert_payload(NEW_YORK_CITY, result)
+  end
+
   def test_it_can_deserialize_with_nested_object
     result = @serializer.deserialize({name: "Alex", age: 31, ruby_rank: RubyRank::Brilliant, job: {title: "Software Developer", salary: 1_000_000_00}})
 
diff --git a/test/typed/json_serializer_test.rb b/test/typed/json_serializer_test.rb
index 1546abb..0954bed 100644
--- a/test/typed/json_serializer_test.rb
+++ b/test/typed/json_serializer_test.rb
@@ -23,6 +23,13 @@ def test_it_can_serialize_with_nested_struct
     assert_payload('{"name":"Alex","age":31,"ruby_rank":"pretty","job":{"title":"Software Developer","salary":100000000}}', result)
   end
 
+  def test_with_boolean_it_can_serialize
+    result = Typed::JSONSerializer.new(schema: Typed::Schema.from_struct(City)).serialize(NEW_YORK_CITY)
+
+    assert_success(result)
+    assert_payload('{"name":"New York","capital":false}', result)
+  end
+
   # Deserialize Tests
 
   def test_it_can_simple_deserialize
@@ -32,6 +39,13 @@ def test_it_can_simple_deserialize
     assert_payload(MAX_PERSON, result)
   end
 
+  def test_with_boolean_it_can_deserialize
+    result = Typed::JSONSerializer.new(schema: Typed::Schema.from_struct(City)).deserialize('{"name":"New York","capital":false}')
+
+    assert_success(result)
+    assert_payload(NEW_YORK_CITY, result)
+  end
+
   def test_it_can_deserialize_with_nested_object
     result = @serializer.deserialize('{"name":"Alex","age":31,"ruby_rank":"pretty","job":{"title":"Software Developer","salary":100000000}}')