I work for Southwest Airlines, and it is amazing what can be painted on a Boeing  737, we have numerous specialty painted aircraft, and all of them are hand painted, hand masked, originally at the Boeing production facilities, then afterward at other painting facilities .
The few repaint jobs that I have be involved with, have  a set of 'blueprints', and the aircraft is measured by hand, then stenciled off for each color .
It's incredibly time consuming for the more complicated paint schemes .
Here's a link to a site for commercial aircraft, some of the work is amazing .
http://www.airliners.netPut the name of an airline in the search box, and peruse through the pictures .
If you put Southwest Airlines in the searchbox, they have a few of the specialty paint jobs in the first 5-10 pages .