uhm yeah :S
its kinda messy lol :P
if im honest, the easiest way of doing it would be to use the pentool - which i think u did......BUT.......u chose the wrong settings.....make sure u DONT use the free-form pentool......thats impossible to work with :P

EDIT:
saw mako's reply......
just a tip, feathering isnt the best thing to do....
IMO, it ruins the edges of the render which u want to be crisp and sharp......not soft.....its okay in some cases.....