diff --git a/lib/virtus/attribute/boolean.rb b/lib/virtus/attribute/boolean.rb
index c3b72efb..01546a45 100644
--- a/lib/virtus/attribute/boolean.rb
+++ b/lib/virtus/attribute/boolean.rb
@@ -1,6 +1,21 @@
 module Virtus
   class Attribute
 
+    # An "ancestor" for both TrueClass and FalseClass
+    # Used to correctly build Attribute::Boolean from
+    # true or false
+    #
+    # Needs to be a descendant of TrueClass in order
+    # to allow Axiom::Type.infer to infer
+    # Axiom::Types::Boolean from BooleanPrimitive
+    #
+    # @private
+    class BooleanPrimitive < TrueClass
+      def self.>=(klass)
+        TrueClass >= klass || FalseClass >= klass
+      end
+    end
+
     # Boolean attribute allows true or false values to be set
     # Additionally it adds boolean reader method, like "admin?"
     #
@@ -15,7 +30,7 @@ class Attribute
     #   post.published?  # => false
     #
     class Boolean < Attribute
-      primitive TrueClass
+      primitive BooleanPrimitive
 
       # @api private
       def self.build_type(*)
diff --git a/lib/virtus/support/type_lookup.rb b/lib/virtus/support/type_lookup.rb
index a6ce2e39..f90ff411 100644
--- a/lib/virtus/support/type_lookup.rb
+++ b/lib/virtus/support/type_lookup.rb
@@ -83,7 +83,7 @@ def determine_type_from_primitive(primitive)
       type = nil
       descendants.select(&:primitive).reverse_each do |descendant|
         descendant_primitive = descendant.primitive
-        next unless primitive <= descendant_primitive
+        next unless descendant_primitive >= primitive
         type = descendant if type.nil? or type.primitive > descendant_primitive
       end
       type
diff --git a/spec/unit/virtus/attribute/class_methods/build_spec.rb b/spec/unit/virtus/attribute/class_methods/build_spec.rb
index b9427ed2..f37027b2 100644
--- a/spec/unit/virtus/attribute/class_methods/build_spec.rb
+++ b/spec/unit/virtus/attribute/class_methods/build_spec.rb
@@ -177,4 +177,18 @@
       it { is_expected.to be < Axiom::Types::Collection }
     end
   end
+
+  context 'when building from Boolean values' do
+    context 'when building from true' do
+      let(:type) { true }
+
+      it { is_expected.to be_instance_of(Virtus::Attribute::Boolean) }
+    end
+
+    context 'when building from false' do
+      let(:type) { false }
+
+      it { is_expected.to be_instance_of(Virtus::Attribute::Boolean) }
+    end
+  end
 end