I think therapy is an excellent place to work out why you feel that you can't open up and express your feelings, or feel comfortable with others' feelings.

Your therapy, that is. Best to stay away from practicing in someone else's emotional landscape. Not to sound harsh, but I would second MKAC; you sound like you mean well, but have a long way to go before you're a safe companion for someone in need of help. Academia and assessment are worthy pursuits.