Ohhh....you know what is surprisingly really hard to fix but it won't cost you money? (just your time and determination, I guess...)
One time, my youngest sister and I pulled a prank on our other sister where we nuggeted every single bag and backpack she owned...for some reason she has a lot. This wasn't me, but my youngest sister (the same partner in crime) short-sheeted her three nights in a row.
If it has to be something with a car, it's really funny to pack the inside of the car to the brim with packing peanuts...it's kind of a pain to clean up because you can't seem to get all of them but it doesn't harm the car. Others that come to mind...corn starch/baby powder in their air vent? UGH...messy...seen it happen with a hairdryer.
Well, that's all the ones I can think of...sorry, I don't think I was much help. Good luck to you in your prank wars!
fill the backseat with unbuttered popped popcorn. buy a magnet bumper sticker (that way he can remove it) that says something weird-funny-crazy and put it on the bumper and see how long it takes him to realize it's there. Something like I speed because I have to poop' or something goofy like that. good luck!