No skills of my own but I was fortunate enough to grow up in the trucking/construction industry in Boston. I worked for a couple Italian firms and man, EVERYTHING got hand pinstriped. I used to run an Autocar tractor pulling a lowbed and sometimes a dump trailer, The differential and frame rails on the tractor were done and when you put up the dump trailer you could see the company name and "spaghetti" pinstriping all over the lift cylinder. Whenever we got a new truck the striping guy would be @ our shop for a couple days...I miss those days! Definitely a dying art, everything is damn vinyl now....so lifeless and void of creativity. You use to be able to identify who did a guys truck just by the "squiggles", everyone had a trademark. I still have one contact in Mass if you want to make the trip, Guys name is Mark Fumia, he owns a shop called Paint Dezign
http://www.paintdezign.com/Photo Gallery.htm He does some vinyl stuff but a lot of free hand stripping and gold leaf. He did a couple motorcycle helmets for me with a series of tiny (3/8" tall) stick figures all connected sexually all around the rim! If you contact him tell him Hoop sent ya,. I wish you well on your noble quest my friend !