Ohhh boy. The worst thing I've ever done for revenge was towards my now ex-fiancee.
Her and I had been together for a while and we eventually broke up, which happens. Well, we were still friends with benefits for a while until she moved away to go to college. It was only about a 2-3 hour drive, so she would occasionally visit and we'd have a weekend fling. Well, things started to get serious again, or so she made it seem that way. We would talk about getting back together and all that shit. Well, this one weekend she came down, she stayed with me for Friday and some of Saturday. Well, some time Saturday afternoon, she said she had some friends she wanted to see before heading back on Sunday and I was fine with that.
She also said she'd be back after a few hours so we could spend more time together. Well, after about five or six hours and not hearing anything, I became rather concerned. A few more hours pass and still nothing. I say "Fuck it" and go to sleep. I wake up the next morning and still haven't heard anything and as the day goes on, I still continue to not hear anything.
I'm sitting on the computer and I get a message from a friend of mine, or so who I thought was my friend (guess where this is going). Come to find out, she left after her and I had our little fling (guess what that was) and went to this dude's house and slept with him all effing night, which explained why I heard nothing. I WAS PISSED. Beyond pissed!
At this point in my life, I was only 18, and I was a malicious, vindictive motherfucker. So, me being me, I sat around and concocted a plan to utterly fuck this chick over. Not her life, mind you, but to make her realize she never should have toyed with me like that.
At an earlier point in our relationship when we were actually a couple, she had agreed to me taking specific types of pictures of her provided I didn't tell anyone or show them and dispose of them after a while. I never got around to doing it and they just sat on my PC's harddrive collecting digital dust. I had developed a plan on what I was going to do.
This was back when having a Tripod webpage and shit like that was the thing to have. Well, she had her own message board for her site and I was "banned" from it due to our falling out after finding out what she did. I didn't threaten her or anything at that time because my plan was going to come as a complete surprise and catch her off guard at the worst possible point. I had distributed the pictures to some of my online buddies via e-mail and told them to go to her message board and start blowing her up by making fun of her and such.
Granted, she was slightly overweight (I'm a chubby chaser, so ya'll can hold that shit) and was self conscious about her weight. So, I knew what would have the biggest impact on her emotions and such. Well, my friends did their work and holy shit, the phone call I got after that.
She asked me why I did it and I told her that since she wanted to play games, I was going to hit a grand slam. All I heard after that was *click*.
Keep in mind this was 11 years ago and I'm nothing like that anymore. Either way, I still did the act and I regretted it after I got over my whole teenage angst phase. I even apologized to her a few years down the road (her and I were NOT on talking terms by ANY means, hence how long it took). I figured it coming out of the blue after having not talked for such a long time, it would have a much bigger impact. To my surprise, she wrote back and we started talking (as friends) again. My wife (she was my girlfriend at this time) didn't really approve of me talking to her, so for the sake of our relationship, I told her I couldn't talk to her any longer. So, that's that.
So, there you have it. That's definitely the worst thing I've ever done to a person in my entire life as an act of revenge.