When I was a kid, with convenient a Little Brother™ to act as test pilot for such schemes, I tried using a skateboard in place of a front tyre on a bicycle to see what would happen...
Many summers ago the Hewetson brothers, who I think were bike shop proprietors from the Brighton area, concocted a Device which they called the Weevil. Recumbent posture, FWD single-speed transmission (might have been fixed), rear end a skateboard truck. Insane fun, though as an approved turning method was using a grounded hand as a pivot, sturdy gloves were a must. They went on to build the Sting Weevil, which was the same thing with seven gears and didn't work, and a Vector clone which did.
Then there was the Super 7 which appeared at Battle Mountain the same year SB Wiggins won the Tour. Tadpole trike using inline skates instead of front wheels
Giovanni Rey earned a 50 mph Hat in spite of this obvious handicap.