OK, throwaway here for obvious reasons and if this gets downvoted to hell I have only myself to blame.
Years ago I "hacked" into the email account of a girl I knew from high school. She was attractive but a real bitch. While I snooped around in her account I came across a long email she sent to a radio-host/therapist asking for help. What happened was she used her mom's computer to go on AOL and while logged in as her mom she discovered undeleted messages of a romantic nature in the trash folder which were sent to some random guy. This discovery was causing her some distress but she hadn't yet confronted her mom about it. What's more, she tells the therapist that she thinks her parents' relationship issues might have stemmed from an incident when she was younger when her dad was caught coming onto the lifeguard at their neighborhood pool.
The therapist never responded, but this was rich, and knowing who her parents were made it all the more juicy a find. What I did next was pretty terrible though. First, I took it upon myself to inform her dad that his wife may be cheating on him through AOL (I did this while admitting to him that I had hacked into his daughter's email account). I sent him an email to his work address about it, and also told him that even if he chose to ignore this information that I was still going to email his wife the same thing a few days later. And that's what I did. In the email to the mom I told her that I had already informed her husband and that if she didn't know about it already that her husband just didn't want to bring it up. They never responded to me, and obviously I lost access to their daughter's account after that (she rest the password). However, a year later I got a hint of what happened when I managed to use the same trick to "hack" back into the daughter's email account and in looking through her message history I learned that she assumed I was one of her ex-boyfriends, and in telling one of her friends about what I did, I believe the words were "that was a fun conversation" (sarcastically referring to the talk with her parents).
OK, downvote away.