I think it would be cool to restore one of these: I digress...... Other than bikes, my favorite 'ride-on' as a kid was probably this:
Just yesterday I saw a Mother's Day card with an old black and white photo of three kids stacked like cord wood on one of those things headed down hill. It said, "If this doesn't kill us, Mom will." Do you have two brothers?
No - only one. We would get a good rope and tie it to the Flexi Flyer and a bike and tear around the neighborhood. You would sit on your butt on the Flexi and steer with your feet. Going down hills that way wasn't going to happen though, because to brake, you have to lift up on the steering handles.
We tied a 39 Chevy hood to one of the guys 54 Chevy and took it out on the frozen river. We piled as many guys as would fit and it was great fun. That is until one guy fell off, caught the corner, and sliced his arse open. Took 40 stitches to close it. Kids!!! Ya send em to school and they date the teacher. My neighbor and myself were always the first ones into the woods after a snow. We'd each take a large piece of cardboard and a grain scoop. Used the cardboard as a toboggan to pack down the snow, then switched to riding the grain scoops down the hill.
It was a coal shovel, chunk of visqueen, or a steel garbage can lid with the handle bashed down around here. I did manage to get a red Blazon Snow Wing from Santa one Christmas, still have it. Bumper hitching was the way to go when you got too old and cool for sled riding, just watch out for snowless sewer manhole covers and irate drivers if they caught you. My mom said I would but I never got killed even once doing it.