"I don't know that he agrees about the being lucky part, but then he doesn't need to I suppose."

It's true he wants the other mech, in more ways than one, but at the heart of things he wants Deadlock to find the true path to his desires. The Decepticon's wish for freedom would never be fulfilled while fighting for Megatron.

"No wish hmm? It's certainly noble to wish for their happiness, but choosing just one over the others is difficult yes. You could wish for their safety or success instead? Or choose whomever you think will be most able to benefit others and spread the effects of your wish?" Clearly Wing's thought about this wishing thing a great deal.