Seriously...sometimes you have to take a step back and ask yourself..."Who does that?" You broke up with her to protect yourself from facing the one thing people cringe at the thought of....REJECTION. If not, then why resort to the JMG's (Jedi Mind Games) in the first place? The girl is pretty, employed, and has good conversation. Nowadays finding someone employed, let alone with the ability to discuss a topic other than Facebook, Myspace, or Gossip Girl is quantum leaps beyond the ideology responsible for coining the term needle in a haystack. The simple, but more importantly adult thing to do would have been to ask her out to lunch. Considering your fear of rejection, dinner may be too large a step, plus lunch has a safer appeal. True enough she could have said no, but one thing you have to keep in mind is no matter how much control we try to assert over a situation(s), there are factors above mortal manipulation; rejection being one of them. We'll all experience the pain eventually. This JMG limits future actions because you've already jumped the gun by stating "It won't work" when in fact, no IT had ever been established.
When it comes to "relationshippy stuff" (new phrase?) leave the games to Milton Bradley.