Anxiety Support Group
Anxiety is a physical condition marked by intense and persistent feelings of distress, fear, angst or dread. General anxiety caused by routine day-to-day stresses usually passes quickly and is experienced by almost everyone at one time or another. However, such feelings that linger over time and are very difficult to cope with, and which lack a clear cause, may indicate...

Take it. don't be dumb. :p
As to him, he's working his way through his own growth. Who knows what he has been through, but hearing your tales is validating him and helping him on his journey. Relationships are usually symbiotic. You getting something out of it means he is too.
Ask yourself 'is this bloke a solid guy, or do I think he's a crook?' and if you don't think he's a crook, just jump in.