pry.rb

# If you'd like to be able to require the pry gem even though it isn't in your Gemfile,
# you can use this file. I suggest putting it at `~/pry.rb`, then instead of calling
# `require 'pry'; binding.pry` you can call `require '~/pry'; binding.pry

class BundlerBreakout
  def initialize(libname)
    @libname = libname
  end
  
  def load
    require @libname
  rescue LoadError
    $LOAD_PATH.unshift(*libs)
    require @libname
  end
  
  private
  
  def libs
    clean_env do
      out = <<~`SH`
        ruby <<RUBY
          pre = \\$LOAD_PATH.dup
          require '#{@libname}'
          puts \\$LOAD_PATH - pre
        RUBY
      SH
      
      out.split("\n")
    end
  end
  
  def clean_env(&block)
    if defined?(Bundler)
      Bundler.with_clean_env(&block)
    else
      block.call
    end
  end
end

BundlerBreakout.new('pry').load