I don't really like getting my hair cut - ends up being an awkward conversation about nothing much most of the time. Sometimes I find something good to talk about (eg the monster truck the guy helped to build!), but usually its all quite awkward as I don't really follow football/rugby/cricket etc... As for the actual haircutting, the place I go to does a good job, all for about £6 (I think), but I usually have trouble telling the guy how much hair I want taken off, usually end up going from the length I want on the ears, I don't really know how to describe it :/
But in the few weeks after the haircut, I feel more confident because I know my hair is still in the (tidy) state it left the house in, and don't have to worry about longer hair mutating into strange unwanted shapes as it does now...