Ruby's net/http is setup to never verify SSL certificates by default. Most ruby libraries do the same. That means that you're not verifying the identity of the server you're communicating with and are therefore exposed to man in the middle attacks. This gem monkey-patches net/http to force certificate verification and make turning it off impossible.
/Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:in initialize': wrong argument (NilClass)! (Expected kind of OpenSSL::SSL::SSLContext) (TypeError) from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:innew'
from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:in connect' from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:637:indo_start'
from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:626:in start' from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:1160:inrequest'
from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty/request.rb:69:in perform' from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty.rb:394:inperform_request'
from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty.rb:346:in get' from /Volumes/1TB Storage/Carl/Dropbox/code/opensource/contextio/lib/contextio/request.rb:79:inget'
from /Volumes/1TB Storage/Carl/Dropbox/code/opensource/contextio/lib/contextio/request.rb:22:in all_files' from test/unit/test.rb:9:in'
/Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:in'
initialize': wrong argument (NilClass)! (Expected kind of OpenSSL::SSL::SSLContext) (TypeError) from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:in
new' from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/always_verify_ssl_certificates-0.3.0/lib/always_verify_ssl_certificates.rb:17:inconnect' from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:637:in
do_start' from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:626:instart' from /Users/carl/.rvm/rubies/ruby-1.9.2-p136/lib/ruby/1.9.1/net/http.rb:1160:in
request' from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty/request.rb:69:inperform' from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty.rb:394:in
perform_request' from /Users/carl/.rvm/gems/ruby-1.9.2-p136/gems/httparty-0.7.4/lib/httparty.rb:346:inget' from /Volumes/1TB Storage/Carl/Dropbox/code/opensource/contextio/lib/contextio/request.rb:79:in
get' from /Volumes/1TB Storage/Carl/Dropbox/code/opensource/contextio/lib/contextio/request.rb:22:inall_files' from test/unit/test.rb:9:in