How Do You Bleed Breaks?

I am giving you two websites where you can find all the related information and step by step guide to bleed your brakes.
Bleed Brakes
Bleed Brakes 2

Keep having them pickup the tab for coffee, day after day?

By disconnecting the metal tubing carrying the brake fluid to each of the vehicle's wheels and pressuring the old fluid & any air bubbles out. There are definite steps to getting to this point...DO IT WRONG and you will be traveling without a means to stop, you figure the end results!  Open the Brake fluid reservoir and keep pouring in the proper type of new fluid through out this process so air does not get in the lines.  After you have cleaned the fitting where the brake line enters the backside of the wheel, preferably with a wire brush, using an open ended wrench loosen the fitting on the line. Make sure you don't damage the fitting but it has to be tighten and loosening easily.  Close/tighten the fitting back to it's original position.Have a second person 'pump' the brake petal three or four times, then hold the petal down, (the pedal should be harder to press down each time) at this part of the process, open the fitting gently but not far to let out all the old fluid just quick spurts, close the fitting when the pressure is not there, all the time collecting the old fluid into a can.  Repeat the pedal pumping sequence as described till the pedal can only be depressed downward only slightly. Oh. Yes if the car has power brakes, you will have to have the car running during the pedal pumping.   Keep checking the fluid level during the entire process.
   There is a method of which wheel to do first, it is the wheel closest to the brake fluid reservoir, then the next closest etc.  Do all the wheels and double check for fluid leaks.  
    If by necessity you have to do this, go slow and don't drive the car if you aren't getting good results. Someone who is familiar with this process should be looking over your shoulder, monitoring the work!