"I'm seeing Jackie on the first o' the ninth of oh two"
[first of disappearing]

Well now--grant me for argument's sake that it would be acceptable to say a ninth, where you have the ninth. I'd be willing to bet that the statement would become "I'm seeing Jackie on the first of a ninth of oh two". Or if we plan our rendezvous twenty years from now, it would be "I'm seeing Jackie on the first o' the ninth o' twenty-two". I think whether the v sound is dropped or not depends on the first sound of the word that follows it.