The debugger gem can be used but it still has issues.
Install byebug which was written for Ruby 2.0 debugging.
For breakpoints, use the byebug command in your code instead of debugger.
byebug
debugger
Version 1.4.0 of the debugger gem now installs without problems. There are still some issues but this should be fixed soon.
The debugger gem does not play well with Ruby 2. Instead, install the Byebug gem that is fully compatible with Ruby 2.
Use pry:
gem install pry gem install pry-debugger
See "Debugging Ruby With Pry".