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I was pickpocketed while on vacation lately. I guess I was careless beause I got through six weeks of India just fine, slums and general class trains and all, but then I get pickpocketed in spain while visiting relatives. :P

It sucked pretty hard, for the thief and me both. For me, bacause my flight was the next day and my ID was in my wallet. And for the thief because I had only 15€ on me and had my cards blocked within half an hour of the theft.
I must admit that I was pretty shaken, even though it was a nonviolent crime, and my day way pretty much spent at the police station and the embassy.

I was lucky though, some girls found my wallet near the place where it had been stolen and while it had been rummaged through most of the important stuff like ID and health insurance where still there.

Other than that and being touched in some uncomfortable places by drunk/crazy guys and Indians (while in India) I don't think anything ever happened to me.