For the past few years I've only got a haircut once and that was basically a trim at the ends, because I don't want to go to the hairdresser. So, my hair now is very long and a mess with no haircut which bothers me. I feel like a cavewoman with faded purple hair.

And the reason I leave it like this is like what happened to you, Hopeless. :/
I've been wanting to get a haircut for a few months, but I'm afraid to go to the hairdresser.
-I'm not very good at making small talk especially when I am nervous about the fate of my hair. The hairdresser (a guy) I last went to turned out to be an old classmate of my brother, so we ended up talking about their other classmates (people I don't really know).
-Why do they tell me how damaged my hair is and that I need to (and should) cut most of it off to get rid of the damage. And to think that was before bleaching my whole head, they're going to freak out now.
-I don't like it when they don't like how I want my hair and say things like "Where did you come up with that idea?" or "Your hair should be like this..."
-It seems like almost no one can adequately communicate with hairdressers. It usually takes quite a bit of explaining to get them to understand the general idea of what you want and the trouble is they usually are much too eager to start chopping before they really understand.
So, don't worry, you're not the only one.