5. Aprilia SXV 5.5

Aprilia SXV 5.5

We’ve always maintained that a street-legal supermoto is a one-way ticket to jail, though the fun they provide is completely worth it. But among these license-jeopardizing fun machines, which one is tops? Look no further than the Aprilia SXV 5.5.

A dirtbike stuffed with a 549cc V-Twin pumping nearly 62 horses and 35 ft.-lb. of torque plus 17-inch wheels and proper street tires is a recipe for absolute canyon-shredding performance. Short gearing means the front wheel wants to paw the sky all the time, and you’d be doing a disservice not obliging.

Considering there hasn’t been anything quite like it before or since, the SXV holds a special place in motorcycle history. It’s certainly a unique motorcycle for a specific type, but as Duke said during his time with it, “The Aprilia SXV 5.5 is uncomfortable, impractical and could be the silliest way to spend nearly $10K. And we love it!”