I got a few doozies, and they all happened relatively close together
1. I used to hang out with this dude that I met while working at a supermarket as a teenager. Within a couple months of him working there, we became good friends and would regularly hang out during lunch breaks as well as outside of work. We had similar, but different interests so we would always be putting each other onto cool shit that we thought the other would be into.
A couple years later we end up meeting up at a local brewery for lunch and some beers. When it came time to pay the check he starts fumbling around in his wallet and starts looking at me weird. This fucking guy started accusing me of stealing a 100$ bill that he had. The fact that he would even think about accusing me of that shit pissed me off so immensely that I haven't talked to him since.
2. I had a really close friend in high school (we'll call him Jeff) that ended up renting a house with one of our other friends (Fred). A few months later the two dudes that lived there and one of our other friends (Bob) went in on a cannabis grow operation. Pretty small time, like 15-20 plants. When the plants were ready they were cut down and hung up to dry. One day Fred goes into the shed where the plants were drying and they were all gone. Fred was fucking pissed - they had an ex con neighbor living across the street that was obviously unstable and would come over to hang out/drink/smoke weed. He was initially the prime suspect. Long story short, Jeff stole 90% of what was grown once it was dry enough for consumption.
It was bizarre. Jeff had this weird turn of character that happened pretty suddenly. The guy was pretty well known to be a high character guy, especially when it came to his friends. The house they rented was one of the defacto hang out spots for our group of friends and we all knew each other well. We ended up trying to have an intervention of sorts with Jeff and it did not go well at all. This whole debacle pretty much splintered the core group of our friends since some people were still friends with Jeff while others wanted to kick his fucking ass (which almost happened on a few occasions). It still trips me out to this day.
3. Around the same time we had this guy that started hanging out with us (George). He was a friend of a friend so we all assumed he was cool. We were all between 17-19 while this guy was in his mid twenties. He started hanging out with us mostly because he had connections with some prime whole sellers of very high quality cannabis and most of us were weed heads, so we naturally were partying together. Really smart dude with a wide range of interests.
As time went on, more and more was learned about George. He had connections with hard drug dealers as well as crazy ass shit like weapons, body armor, micro cameras, and other ridiculous shit. One of our friends was convinced he was a fed at one point and wanted nothing to do with George.
Anyway, one day our friend that introduced George to the group calls me, panicking like a mf'er and tells me that George was arrested. Knowing what we knew about him we all assumed it was something to do with drugs or weapons....ended up the guy was hooking up with some 15 year old girl.