I’ve only been through one break-up, so it’s not hard to pick my roughest.
He was my first boyfriend. We were 17 and only dated for a couple of weeks and knew each other for about a month and a half. I was so inexperienced – he was even my first kiss. I didn’t sleep with him, but I got in pretty deep way too fast. I liked him a lot and he seemed very sweet and genuine.
He left for California to work with his dad for the Summer. Before he left, I told him it was okay if he wanted to keep it open and see other people while he was gone, as we hadn’t been together long, but he said he wanted to remain exclusive. He got flakey almost immediately after leaving. Then, some girl sent me a message on MySpace (back when that was still cool) asking how I knew him. She then proceeded to tell me that he was coming over to her house that night and she was hoping things would get hot and heavy. The next day, she told me they’d kissed and fooled around.
I called him and he decided to take the cowardly route and lie. Then he started avoiding me, so eventually I just broke it off via voicemail and it was over.
It was hard for me only because he was my first boyfriend and he really fooled me into thinking he was a good guy. About a week later, I was onto the next and even enjoyed a Summer of male attention I’d never experienced before.
By the end of the Summer, I was dating my now-husband when he called me again wanting to get together. I said no. He called again about 9 months later to tell me he’d been in jail for stealing car radios all that time. Again, he wanted to get together. He told me he regretted what he did and he hated himself for passing up a great girl to be young and stupid. I told him I was involved with someone else and had no interest in seeing him. I haven’t heard from him since.
Boys…