Yes. In some cases it made me uncomfortable (not because it was a guy making themselves vulnerable, just the situation/context).

Two of my best friends are dudes, one of them is more open with his feelings than the other. He opens up and talks about stuff quite often.

My reaction to that just depends on the conversations. Sometimes he needs advice, sometimes I just listen if that's what he needs, sometimes I try to reassure him/change his perspective/talk him down if that's what the conversation calls for, sometimes we both just talk back and forth for hours with both of us sharing and being vulnerable because we need to get stuff out of our system.