Reddit, what's the cruelest thing you ever did to an ex? Did they deserve it?

Definitely not as bad as some of the other things on here, but I still take pride on it.

When I was in my last relationship, I occasionally talked about styling my hair differently. I mentioned it here and there, but overall I was afraid of making a drastic change, and on top of that I didn't want to spend the money.

A month or two after we broke up, I was doing really well. I began doing all the things I'd been saying I was going to do - including changing my hair. We had several mutual friends, so shortly after our breakup we continued to all be friends in a group setting. As time went on, though, I got more and more sick and tired of his shit. I'd respond to his conversation, but I wouldn't engage him in some lively debate. I'd talk to him enough to be polite, but not enough to pursue the conversation myself.

Later on, we ran into each other and he mentioned how seeing my new hair was so different, and then had the tenacity to proceed to ask me if I thought it had changed my attitude. The way everything was phrased infuriated me. He was a shitbag to me, and the reason I began acting less warm and friendly to him was because I realized that. I had gotten my own shit together and realized he was by no means a friend to me.

Shocked, I asked him "And what do you mean by that?" Hoping I'd get him to call me a bitch, thus allowing a good jumping off point to fly off my rocker at him. He responded by saying "You know for example, how somebody will cut their hair to signify a new time in their life? How it will encourage them to be a different person or help them move on? It's indicative of personality traits."

Irate, I responded, "Oh, actually, you're right. I should be familiar with that, since I've always had to deal with you trying to overcompensate because you're insecure over little things."

He was incredibly insecure about his penis size, which actually was a huge barrier in our sex life. He didn't take that very well.

Another time, I ran into him while I was longboarding and he was so excited to tell me about somebody who was coming to our university to speak. He even mentioned that it specifically reminded him of me. Since he was walking and I was whizzing by, I didn't really want to stop and go out of my way to have a conversation with my ex boyfriend. Not being able to get my brain to think that quickly, all I could say was "Ok cool, bye!"

We don't talk anymore.

/r/AskReddit Thread