I found the answer I am looking for here.
I used jandot's solution.
Dir[File.dirname(__FILE__) + '/extensions/*.rb'].each {|file| require file }
Edit after some testing,
For some reason, this doesn't throw any error message, but it doesn't seem to be loading the actual Ruby file.
I tried adding this to extensions/strings.rb
class Dog
def self.bark
puts "bark"
end
end
And ran it on irb.
1.9.3-p0 :001 > require 'rhapsody'
=> true
1.9.3-p0 :002 > Dog
NameError: uninitialized constant Dog
from (irb):2
from /Users/jasonkim/.rvm/rubies/ruby-1.9.3-p0/bin/irb:16:in `<main>'
So it's not finding the Dog class in extensions/strings.rb for some reason.
Edit after reading a guid in rubygems.org
When I start irb, I had to go irb -Ilib -rextensions
The guide explains the situation this way
We need to use a strange command line flag here: -Ilib. Usually RubyGems includes the lib directory for you, so end users don’t need to worry about configuring their load paths. However, if you’re running the code outside of RubyGems, you have to configure things yourself.