My T has been encouraging crying since the beginning but it's been almost 2 years and nothing happened. I think I'm stubborn like you. At the beginning I didn't want to give him that satisfactions, now I feel a little different about it. He does notice every time my eyes get just a little watery which only happened a handful times. We talked about it couple times and I was also worried what his reaction would be. He just said I would be cared for. Not sure what exactly that means. Knowing him, he would probably talk to me softly like when he does when I get sad, which almost feels like a verbal hug that someone already mentioned. I wouldn't want him to physically comfort me when I'm upset but I don't think he would do that.