Last time I had a proper haircut was the day of my dad's wedding, some 14 years ago. Since then, whenever I wanted it shortened, I would just lop it off myself to about mid length. Part of the reason is that I'm uncomfortable with letting my guard down where sharp objects like scissors and clippers are involved. The other major part is that, growing up Scottish, pretty much the only haircut of my childhood was a Number 1 or 2. Was always jealous of men in other cultures that seemed free to do a lot with their hair, because all the men I saw growing up cut their hair like they were joining the military.
All this to say that if I were to visit a barber, I have no idea what I even do or say. I don't even know what I'd want to have done, cos I don't really have a positive self image enough to say "Yeah I think I'd look good with yadda yadda". I think I look like your stereotypical overweight nerd with glasses and a shaggy mop of hair. I think it'd be nice to have a look that makes me feel good about myself, but I'm not sure I even know what that would be.