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A try a writing a simple ruby debugger detailed here http://akash.im/2012/05/12/home-made-debugger-in-ruby.html

installgem install take-a-look
Authors

Akash Manohar J

1,596 total downloads 824 for this version
Owners

654dd3aa73158b8aabbab50f719038bb

Gemfile
gem 'take-a-look', '~> 0.2'
Versions
  1. 0.2 May 12, 2012 (4.5 KB)
  2. 0.1 May 12, 2012 (4.5 KB)
Development Dependencies
  1. rspec >= 0