It's more like approaching a thief and persuading him to steal some bike "just around the corner", then guiding him around endlessly. While he's following you, he's also not stealing anything from anyone, his attention (which is naturally finite) gets drained - even just a little bit - to the benefit of the community as a whole. It's not necessarily about vengeance.
First they went down the regular path up Damrak to get to Leidseplein, but slowly and imperceptibly the streets were getting narrower and narrower, until they finally reached a dead end. That's when the guy whirled around, flipped out a small pocket knife and wheezed to them, "Gimme all your cash! NOW!"
The guys looked at each other, and then looked at him, and then one of the guys calmly told him, "Look, we're two guys, and you're just one. Even if you get one of us, the other will beat your head in. You can't win this."
The mugger looked puzzled for a moment, but then he retorted, "Ok, give me half your money then, and nobody gets hurt!" Not wanting to be the first guy who got stabbed, they agreed that, "Fine, we'll give you half! But only if you promise to not stab us." And so the deal went down, and they had finally arrived in Amsterdam.
If you need help, ask, don't wait to be asked.
I've never gone with anyone anywhere but very public spaces. But I actually have found some real gems tucked away off the beaten path this way.
There was a slightly dark time in the middle though, where my friend and I were sure we were going to be mugged and left for dead when we were driving further and further from the city. I've never experienced anything quite like it before or since. We both looked at each other, and in an instant with a single expression we were both able to convey that "I love you and we're going to die". We were totally relieved when it turned out they just wanted to show a scenic view by the sea, while showing us a lot of very rich mansions along the way.
Was totally surreal, though, and I'm not sure how lucky we were.
Wouldn't end that way with me and my friends.