direc = File.dirname(__FILE__) require 'rubygems' require "#{direc}/../lib/pry" my_hooks = { :before_session => proc { |out, target| out.puts "Opening #{target.eval('self')}." }, :after_session => proc { |out, target| out.puts "Closing #{target.eval('self')}." } } # Start a Pry session using the hooks hash defined in my_hooks Pry.start(TOPLEVEL_BINDING, :hooks => my_hooks)