I know what you mean, but hell if I know the answer. I've been dating a girl for a year and a half, and she knows some of my crap, but not all. But it's so obvious that I know she's picked up on what I didn't tell her. It would be weird to talk to her about it after all this time and if she wanted to know details, she would have asked. It's not that I don't trust her, I just think it would be awkward. I'd tell her if she asked.
Prolly.
I dated a guy years ago (who is still my best friend) and when I told him, he cried. A lot. I hated that. He seemed more upset than I did. Maybe I think my gf would get upset.
Anyway...it all seems so very awkward.