>All said, if you could master a striping brush it would probably be the best
>for the lining, though I know Harley does their tanks with the wheeled
Some practice with a professional striping brush will pay off bigger dividends than a wheeled thingie. I used one of the wheel stripers back in the 1970s on a guy's Bonneville, and it looked good from six feet away, but not up close. But they've probably improved since then.
The gas tank and fenders on my 1956 BMW (motor) bike were masterfully handstriped (by a little old German lady, from the factory photos I have), which is a BMW tradition they continued up until the mid 1990s, when they stopped pinstriping altogether.
Neither my hands nor my eyes are as good as they used to be, but I keep the gold pinstriping on my Motobecane looking like new with a small striping brush and low tack transparent tape for masking perfectly straight lines.