Who here remembers the Bully Escort missions?
While I don't think the game is notorious for Bad Escort missions, most of them (at least in the school) were very annoying, especially the first one with Algie.
Now, Prefects wander Bullworth Academy, if you break school rules such as not going to class or bullying students, you'll end up "busted" failing any mission you're on.
Now, in one of the earliest missions, you have to escort a fat kid, Algie, to his locker to get his books. Simple right? Well bullies will come and try to harm Algie, so you have to protect him from them. He also has a weak bladder, so you have to get him to the bathroom in time. Now, all of this takes place inside the school, and if you go during the day, there's a good chance classes will start... And the prefects will still try to catch you for truancy. It's nearly impossible to fight them, because if you lay a finger on them, they'll bust you and you'll fail the mission instantly. Want to avoid classes? Well you could go during night... But then they'll catch you for trespassing. The only "Safe" time is in the afternoon, when classes are done... And even then, you'll have to deal with bullies, and if you lay a finger on them, then you will be accused of "bullying" and end up busted for that as well if a Prefect is nearby.
Overall, it's just plain annoying.