Do any of you remember
Free Rider 2, by One More Level? Probably not, but it was amazing as a kiddo, and was an awesome time killer. This may be super late, but I have found an updated remake of the software, called
Free Rider HD. You can share tracks online (before you had to exchange codes, though that option still works for uploading old maps) race against other player's ghosts, and build your own crazy course with all sorts of twists and turns. You can also play through a single-player campaign.
Completing levels in the campaign will earn you points, which gauge your progress, and some coins, which can be spent on customizing your character.