Loran has shown me how he does it (Loran is working with Motarebel and that Longbottom Leaf is Loran's work), and he is fastidious and diligent! He's got his different vials (pill bottles, he's not prone to wasting money on unnecessary items), all labeled beforehand, and his paintbrush. Once the males' flowers are beginning to open, he goes out every 20mins or so and taps pollen into the vial/pill bottle. I think he does this so as to not miss a speck of pollen. Then he goes around the other side to where the girls are, and paints the selected bud sites. DEFINITELY keep the branches labeled! He can pollinate a woman with every male he has using this technique. The viability of his seeds is always top notch, too.
The males are always housed separately from the females. You can also treat the males like cut flowers, and let them go until their flowers are formed but not yet open, then cut, put into a vase of water in a separate area and let them open up, collecting the pollen.
