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Yeah, I figured you might be looking for a way to connect an old device that wasn't a printer. It's going to be really, really tough to do what you want, due to fact that true LPT is tough to emulate, and trying to do it over USB makes it even worse.
I've looked in this before and it's a giant pain. This old site is the only thing I've found that would probably work:
http://www-user.tu-chemnitz.de/~heha/bastelecke/Rund um den PC/USB2LPT/index.en.htm
But even that might not work to control a stepper motor or similar due to the slow emulation. Not sure how you actually buy it anyway, unless you're supposed to just build it yourself.
Like mentioned above, you're only good options are add-in cards (PCI, PCIe, PCMCIA, ExpressCard). Another option is to take a look at your mobo (if a desktop), and see if it doesn't have LPT headers somewhere, but that's only for something more than a couple years old. And even then, I doubt you'll find more than a single header.
Any chance the cutter also takes a serial input? Many of those old devices take serial or parallel inputs, and there are plenty of USB to Serial adapters that do what you want.
Even if the cutter takes serial input, it only runs in DOS.. right... so a USB adapter is still out of the question.
A real port that will work in DOS is the only real answer unless you want to write a program for it that will work in Windows.