Maybe it is time to change your tactic....don't force him to decide....just don't include him in you life....don't go out with him....make sure your always busy even if it is just a matter of going to Starbuck's and hanging out for a while...let him wonder what you are doing....and if he WANTS you he KNOWS where you are....but just tell him for right now you are not to be shared with OW....that you are MUCH BETTER THEN THAT....so when he figures it out....IF your still around fine...
You don't have to be mean, nasty, angry, condecending, or even depressed....just happily tell him you are pulling out of the competition....
Sounds like cake eating big time....he is going back and forth way too much...