((Fine, I will start it. ;) We are a site that is partial to the number 30 after all))
A drunk barbarian thinks that one of the characters has stole his horse. His friends are just as drunk and are backing up his friend's words with metal.
They get their pocket picked but, when the pocket picker gets pinched, his guild is there to claim the purse and the caught pick pocket....with force.
A character's horse steps on a sharp nail in the road and bucks running into a family knocking them to the ground. The father doesn't stop to ask questions or listen to excuses, he attacks immediately. Let's see if they can be gentle with him.
Initially thinking the items were legit, a shop owner buys some of the character's booty. Soon after he finds out it is a forgery/fake/illusion and sends his brute squad after them for "compensation."
A man jumps out of a doorway and knocks the characters off their horse, punches them in the face and is off before the character knows his ups and downs. Soon after some others come out of the building and the chase is on.
A crazed leper is forcefully begging and trying to grab the players cloak to kiss> He seems legitimately sincere in his humbled comments and blissfully unaware that anything is wrong with him> After being treated rudely for a couple minutes he will suddenly turn crazed and lunge with a dagger>
Their drinks have been drugged, but not professionally. They are conscience enough through the drugged haze to realize they are being rolled and robbed. the would be thieves are as inept at fighting as they are with drugs so it isn't that hard to escape...probably.
A branch across the road. A detour through a tight trail with a trip rope. Some obvious signs of artificial camouflage on both sides of the road. Yet nobody is around.
The sound of galloping horses quickly overtake the group. It would be a mini-stampede if it wasn't for the men controlling them. They wield large pikes and menacingly attempt to push the players off the road. If the players resist, it gets physical...fast. Unfortunately for the resisting players, these are the kings men and an even larger entourage plus one each king in a very big hurry.
20. A group of violent vigilantes mistake the players for notorious outlaws and react accordingly
21. A madly babbling man lights a torch and tries to set fire to the nearest flammable building
22. The local mafia has an interest in the PCs and decides to test their strength, wanting either to rob them or perhaps try and recruit them. Go to Comment
This isn't spectacular by any means and some require more work than simply the rolling of a random die roll. The arena one for instance.
However, I enjoy the idea of random happenings to a group. I had a cut purse try to steal the coin purse of a player who caught him. After some yelling, threats of personal and bodily harm that would scar the young boys psyche, the youth ended up being a hireling of sorts for the player running errands and gaining information and hard to get items of illegal nature. Go to Comment
Chekov's Spell -- This spell has a two-fold effect. The first is to make the target item almost-unnoticeable to anyone not specifically looking for it. The second is that someone who has seen the item will remember it when they encounter a situation that would be perfectly solved by use of said item.