Aw, your other screencaps didn’t embed right, are they being redirected?
I forgot to mention one of my all-time old timey favourites: Fatal Racing (aka Whiplash)
Think Stunts meets Destruction Derby. This is, I think, the single most dickish game on earth. I can’t think of a game which allows you, even encourages you to be a total dick to everybody else on the road at all given times. Especially the times when it would be particularly dickish, for example, bumping your rival off the middle of a loop, or corkscrew. Want to inflict a few 500km/h fender benders? Just drive the wrong way, it’s a-ok! Or the single biggest dick move in the entirety of motorsports gaming: what I like to refer to as “cleaning out the pits”. Pit lane speed limits? Hell no, just drive through at 270km/h and maybe you might destroy a few opponents in the process!
For maximal satisfaction, use the Dr Death cheat and every race will become an epic battle for survival. As in, no joke, each race will last anywhere from 15-40 minutes, the entire 16 car grid is out for blood, and you have 3 lives. On this setting it is not an unwise tactic to attempt to win by being the last car remaining. And split screen is double the fun. So much sibling rage.