Launch TextMate with Pry (.pryrc)

gistfile1.rb

require 'digest/md5'
require 'fileutils'

Pry.config.commands.command "mate" do
  FileUtils.mkdir_p(File.expand_path('~/tmp/pry'))
  file = File.expand_path("~/tmp/pry/_#{Digest::MD5.hexdigest(FileUtils.pwd).to_s}.rb")
  system "mate -w #{file}"
  Object.class_eval(`cat #{file}`)
end

You should use Pry's editor integration to accomplish this:

In your .pryrc:

Pry.config.editor = "mate -w"

And then in the pry session itself to open a temp file and eval the contents on exit:

pry(main)> edit -t
pry(main)> # code will be eval'd here

See more on the edit command here: https://github.com/pry/pry/wiki/Editor-integration#wiki-Edit_command