Initial implementation, with broken test.

Gemfile

@@ -1,4 +1,5 @@
 source 'http://rubygems.org'
+gem 'highline'
 gem 'json', '~> 1.7.7'
 gem 'octokit'
 gem 'rake'

Gemfile.lock

@@ -30,6 +30,7 @@ GEM
     hamsterdam (1.0.8)
       hamster
     hashie (2.0.5)
+    highline (1.6.19)
     json (1.7.7)
     listen (1.1.4)
       rb-fsevent (>= 0.9.3)
@@ -84,6 +85,7 @@ DEPENDENCIES
   coveralls
   guard-rspec
   hamsterdam
+  highline
   json (~> 1.7.7)
   octokit
   pry

lib/octoherder/cli.rb

@@ -1,4 +1,5 @@
 require 'octoherder'
+require 'highline'
 require 'trollop'
 
 
@@ -11,7 +12,7 @@ def self.parse_argv(args)
 OctoHerder helps you manage your multi-repository project.
 
 Usage:
-    
+
     octoherder [options]
 where [options] are:
 HELP
@@ -36,6 +37,11 @@ def self.parse_argv(args)
 
     def self.run(args)
       opts = parse_argv(args)
+      if ! opts[:password_given] then
+        opts[:password_given] = true
+        opts[:password] = HighLine.new.ask("Enter password: ") { |q| q.echo = false }
+      end
+
       kitty = Octokit.new(octoauth(opts))
       CLI.new.run kitty, opts
     end

spec/cli_spec.rb

@@ -18,7 +18,7 @@ def run(args, octokit_connection)
 OctoHerder helps you manage your multi-repository project.
 
 Usage:
-    
+
     octoherder [options]
 where [options] are:
   --input-file, -i <filename/uri>:   Path to the canonical project setup
@@ -125,6 +125,18 @@ def run(args, octokit_connection)
           kitty.should_receive(:password).with(password)
           run(["--user", "me", "--password", password], kitty)
         end
+
+        it "will prompt for a password if none given" do
+          orig_stdin = $stdin
+          begin
+            $stdin = StringIO.new("1234")
+            run(["--user", "me"], kitty)
+            expect($stdout.readline).to include("Password")
+            $stdin.puts(password)
+          ensure
+            $stdin = orig_stdin
+          end
+        end
       end
     end