Tony Hawk's Pro Skater 1 + 2

I got this with 2 controllers

Go into Multiplayer > Local Multiplayer

Change game mode to graffiti , increase the time if you would like

For me it unlocked at the end of the match

This cheevo is a lot easier than I originally thought it was gonna be. It counts how many objects you tagged in general, not how many you finish a match with. For example, if you tag 22 different objects in a match but only end with 4, it’s gonna count 22 towards the cheevo. Bigger maps like NY, SF, Both schools and such make it easy. Always go to the secret areas like Brooklyn Banks in NY or Carlsbad gap in School II and always be on the look out for easily missed objects (benches that are out of the way, walls, curbs, power lines, etc.) there’s a lot of objects that remain untouched by the lobby the entire match.

If your achievement has bugged delete your save from the console(NOT FROM EVERYWHERE). Once this happens go offline and start-up Tony Hawk. If the game takes you to the Terms and Conditions page where you have to scroll down then you have been successful so far. Make sure by now you have reconnected to the internet. All you have to do now is go into local multiplayer(a private match will not work since you're offline) and do 100 graffiti. I did it in two matches (70 + 30) and was awarded the achievement as soon as I ended the run and popped the challenge completion medal. Once you're done quit the game and delete this save from the console. As soon as you reboot the game your old account with the highest progress will load up. Hope this helps those who have bugged out from it. Cheers!