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Similar to this question , how do I set a property on the join model just before save in this context? class Post < ActiveRecord::Base has_many :post_assets has_many :assets, :through => :post_assets has_many :featured_images, :through => :post_assets, :class_name => "Asset", :source => :asset, :conditions => ['post_assets.context = ?', "featured"] end class PostAssets < ActiveRecord::Base belongs_to :post belongs_to :asset # context is so we know the scope or role # the join plays validates_presences_of :context end class Asset < ActiveRecord::Base has_many :post_assets has_many :posts, :through => :post_assets end I just want to be able to do this: @post = Post.create!(:title => "A Post") @post.featured_images << Asset.create!(:title => "An Asset") # ... @post = Post.first @featured = @post.featured_images.first #=> #<Asset id: 1, title: "An Asset"> @featured.current_post_asset #=> #<PostAsset id: 1, context: "featured"> How would that work? I've been banging my head over it all day :). What currently happens is when I do this: @post.featured_images << Asset.create!(:title => "An Asset") Then the join model PostAsset that gets created never gets a chance to set context . How do I set that context property? It looks like this: PostAsset.first #=> #<PostAsset id: 1, context: nil> Update : I have created a test gem to try to isolate the problem. Is there an easier way to do this?! This <a href="http://github.com/viatropos/acts-as-joinable/blob/master/lib/acts_as_jo

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