diff --git a/spec/chrono_model/history_models_spec.rb b/spec/chrono_model/history_models_spec.rb
index d35b9ee..b86a772 100644
--- a/spec/chrono_model/history_models_spec.rb
+++ b/spec/chrono_model/history_models_spec.rb
@@ -27,6 +27,10 @@
       expected['sections'] = Section::History if defined?(Section::History)
       expected['articles'] = Article::History if defined?(Article::History)
 
+      # historical_associations_spec
+      expected['countries'] = Country::History if defined?(Country::History)
+      expected['cities'] = City::History if defined?(City::History)
+
       # sti_spec
       expected['animals']  = Animal::History  if defined?(Animal::History)
       expected['elements'] = Element::History if defined?(Element::History)
diff --git a/spec/chrono_model/time_machine/historical_association_spec.rb b/spec/chrono_model/time_machine/historical_association_spec.rb
new file mode 100644
index 0000000..ce07417
--- /dev/null
+++ b/spec/chrono_model/time_machine/historical_association_spec.rb
@@ -0,0 +1,45 @@
+# frozen_string_literal: true
+
+require 'spec_helper'
+require 'support/time_machine/structure'
+
+class Country < ActiveRecord::Base
+  include ChronoModel::TimeMachine
+
+  has_many :cities
+end
+
+class City < ActiveRecord::Base
+  include ChronoModel::TimeMachine
+
+  belongs_to :country
+end
+
+RSpec.describe ChronoModel::TimeMachine do
+  include ChronoTest::TimeMachine::Helpers
+
+  describe 'historical association' do
+    adapter.create_table :countries, temporal: true do |t|
+      t.string :name
+      t.timestamps
+    end
+
+    adapter.create_table :cities, temporal: true do |t|
+      t.references :country
+      t.string :name
+      t.timestamps
+    end
+
+    it 'returns historical association at the last time when record is valid' do
+      country = Country.create name: 'Country'
+      city = country.cities.create name: 'City'
+
+      city.transaction do
+        country.update_column :name, 'Country 2'
+        city.update_column :name, 'City 2'
+      end
+
+      expect(country.history.first.cities.first.name).to eq 'City'
+    end
+  end
+end