Hard to watch you going through this Lost. The friendly approach may not give him any impression, negative or positive. And that's okay. You just want to avoid behavior that will ultimately push him away.
Me:29 W:27 M: 4 years T: 5 years No children S: 7/7/15 EA: 7/7/15 BD/"I'm done": 7/15/15 MC: 7/7/15-8/21/15 (failed) PA: 8/29/15 W Files for D: 9/9/15 D will finalize in 60 days
