Well, I'll tell you what I know. As far as the actual amount of charge you'll use your gauges and the factory spec for how many lbs you put in. If you flush with anything, make sure it's the right A/C flush stuff for two reasons; 1) it won't damage the rubbers in the hoses, and 2) it has an evaporation point that means it will all evaporate under vacuum.
When vacuuming, I like to hook up both the high and low sides. For the initial vacuuming, I open the low side for the bulk of vacuuming. Opening the high side (depending on the configuration) can sometimes suck lube out. Vacuum it for a good long time. If I flushed, I will sometimes close the high side valve and loosen the high side hose at the manifold until I hear a slow leak. The vacuum will evaporate all the solvent but since it can't vacuum everything, allowing a little air to flow through it will purge it out. Then reseal the hose and vacuum again. You can't over-vacuum.
Mark the vacuum reading on both gauges, close both valves on the manifold, and turn off the vacuum pump. Walk away and leave it for an hour or so. There is an acceptable spec for how much the vacuum can drop over a certain time. I shoot for zero leaks and usually get there. If you come back and notice that the gauges have moved an unacceptable amount, check all your hose fittings and try again.
Once you have it vacuumed and sealed, Start the engine and turn the A/C system to the highest demand; recirculating (max), full cold, and high fan. Find some way of holding the throttle open to 1500-2000 rpm so that you're simulating actual driving conditions. Don't expect the compressor to kick on because the pressure switches aren't registering any pressure. As you charge, it will start kicking on. Hook up the freon and start charging through the low side. Charging through the high side can introduce liquid freon directly into the compressor and that's not bueno.
Folks have different ways of charging. I turn the can upside-down because it's a little quicker. This pushes liquid in as opposed to with the can upright pushing evaporated gas. I control the speed of the charge with the manifold anyway. Once you get close, you could turn it back to right side up.
The ending pressures and weight of freon are up to several factors including ambient temps and your location. A Canadian car might take a wee bit more freon than a Florida car because of the average high temps for each region. Youtube and others here should get you the finer points. That should get you dialed in. The big numbers you're looking for are published somewhere. Your important things are the low and high numbers when the compressor is on. When it kicks on, the low side should drop and the high side should rise. Low side should settle in around 20-30 psi. The high side should settle in near 250 psi. The general rule is - twice ambient temperature plus 50. So if it's 90 outside, you're looking for 230 psi. The high side limit switch usually cuts things off around 300 psi which leaves room for revving up past your test RPMs. If you gun it and get to 3500 RPM and lose A/C, you know you've likely overcharged or you have some kind of blockage.
This website has a good tutorial on how to read the gauges to figure out what's wrong if something doesn't end up quite right.
Keep track of your pressures and how much freon you put in. That way if you come back here with questions, you'll be armed with all the answers to our potential questions.
Like I said, I'm no expert, I've just done it a dozen times or so using advice from here and the googles. If anything I wrote here isn't spot on, someone please chime in and slap me.