Hey. Yeah, you can learn how to cry. You can learn how to get in touch with how you are feeling too. I know there are a lot of feelings out there... But one theory is that depression can be about inhibited feelings.

I guess there are two steps to this:
1) Identifying what you are feeling / being able to feel the feeling
2) Being able to express how you are feeling.
You can learn to do both.

Regarding practical advice I guess mindfulness meditation worked for me. You could mention this to your t. He might be able to help you by offering you some more strategies for helping you get in touch with your feelings.

i guess crying in front of your t can (but doesn't necessarily) signify that you are talking about things that you have a real emotional investment in. things that are hard. sometimes talking about that stuff and crying for past (or present) hurts can be healing. not always though.

Quite often guys are raised to not feel / express emotion. real guys don't cry etc. maybe that is why guys have higher incidence of depression and angry outbursts? it is thought to be healthy to be able to feel and express emotion appropriately. can be hard when our parents never showed us how (probably because they didn't know how themselves)