I've just been using chain salons for over half my life, so I'm used to strolling in and getting a quick, cheap cut and being done with it.
Lately I've had an urge to get a better quality haircut, but I just can't bring myself to walk into a barber shop, for some reason. No idea what to ask for, or even if I need to call ahead.
I get anxiety over the weirdest shit
I just pick a mid-price brand of liquor and order it with that. I generally ask for a Manhattan with Maker's Mark, for instance (although Manhattans are actually made with rye rather than bourbon).