diff --git a/activerecord/CHANGELOG.md b/activerecord/CHANGELOG.md
index df73eb4484be94117e6d5d1daaaa3e7ee2d21cb3..1f6ce385697a5fa747b0e1c3d82eb49795f7d9a2 100644
--- a/activerecord/CHANGELOG.md
+++ b/activerecord/CHANGELOG.md
@@ -1,3 +1,10 @@
+*   Rails will now pass a custom validation context through to autosave associations
+    in order to validate child associations with the same context.
+
+    Fixes #13854.
+
+    *Eric Chahin*, *Aaron Nelson*, *Kevin Casey*
+
 *   Stringify all variable keys of mysql connection configuration.
 
     When the `sql_mode` variable for mysql adapters is set in the configuration
diff --git a/activerecord/lib/active_record/autosave_association.rb b/activerecord/lib/active_record/autosave_association.rb
index f149d8f1270e7886bf1679df114c5f1b3fbe824c..80cf7572dfedcb9b728df66caa9567b507b1f74d 100644
--- a/activerecord/lib/active_record/autosave_association.rb
+++ b/activerecord/lib/active_record/autosave_association.rb
@@ -304,7 +304,8 @@ def validate_collection_association(reflection)
       def association_valid?(reflection, record)
         return true if record.destroyed? || record.marked_for_destruction?
 
-        unless valid = record.valid?
+        validation_context = self.validation_context unless [:create, :update].include?(self.validation_context)
+        unless valid = record.valid?(validation_context)
           if reflection.options[:autosave]
             record.errors.each do |attribute, message|
               attribute = "#{reflection.name}.#{attribute}"
diff --git a/activerecord/test/cases/associations/has_many_associations_test.rb b/activerecord/test/cases/associations/has_many_associations_test.rb
index 151edfc6a1efbc0df1219ffda6c39b6bec981bb1..d748e80695c2f2243f292270b63981c44e3df07b 100644
--- a/activerecord/test/cases/associations/has_many_associations_test.rb
+++ b/activerecord/test/cases/associations/has_many_associations_test.rb
@@ -26,6 +26,8 @@
 require 'models/job'
 require 'models/college'
 require 'models/student'
+require 'models/pirate'
+require 'models/ship'
 
 class HasManyAssociationsTestForReorderWithJoinDependency < ActiveRecord::TestCase
   fixtures :authors, :posts, :comments
@@ -1883,4 +1885,12 @@ def test_collection_association_with_private_kernel_method
       end
     end
   end
+
+  test 'has_many_association passes context validation to validate children' do
+    pirate = FamousPirate.new
+    pirate.famous_ships << ship = FamousShip.new
+    assert_equal true, pirate.valid?
+    assert_equal false, pirate.valid?(:conference)
+    assert_equal "can't be blank", ship.errors[:name].first
+  end
 end
diff --git a/activerecord/test/models/pirate.rb b/activerecord/test/models/pirate.rb
index e472cf951dc79c245b7971f975729c3d364cb8e1..90a3c3ecee581c02819a6224a0e793c41c8cea3c 100644
--- a/activerecord/test/models/pirate.rb
+++ b/activerecord/test/models/pirate.rb
@@ -84,3 +84,9 @@ def log(record, callback)
 class DestructivePirate < Pirate
   has_one :dependent_ship, :class_name => 'Ship', :foreign_key => :pirate_id, :dependent => :destroy
 end
+
+class FamousPirate < ActiveRecord::Base
+  self.table_name = 'pirates'
+  has_many :famous_ships
+  validates_presence_of :catchphrase, on: :conference
+end
\ No newline at end of file
diff --git a/activerecord/test/models/ship.rb b/activerecord/test/models/ship.rb
index 3da031946f0d52226a4db747d185300302c54e7e..77a4728d0b396f2ea83aedbeeea29c5d7a1c4330 100644
--- a/activerecord/test/models/ship.rb
+++ b/activerecord/test/models/ship.rb
@@ -17,3 +17,9 @@ def cancel_save_callback_method
     false
   end
 end
+
+class FamousShip < ActiveRecord::Base
+  self.table_name = 'ships'
+  belongs_to :famous_pirate
+  validates_presence_of :name, on: :conference
+end