Can’t really go into it in much detail here, but my worst one was a rather public breakup. I alienated a load of folk in the local mtb community (not proud of), went through therapy for depression, and ruined a subsequent relationship. Thankfully, for the most part, now water under the bridge.
Wow, sounds familiar! 😕
Only ever dumped 2 girls myself, the first one was quite comedy. Was in my last year at uni having only been dumped by my long term GF about 8 weeks prior, and met this girl. Went on a couple of dates, ended up back at her house in bed. Anyway, not much happened, I was being a gentleman and the tears started flowing with her… Turned out she was a virgin and was embarrassed! Anyway, no problem… Calmed her down, started talking about things, and she could see what I nice guy I was… So much so, that within 30 minutes of me having stopped her from crying, she had turned around and told me what she wanted to name “our kids”!!!
I got dressed… Quickly.
I RAN LIKE F@@K!
Spent the last 2 terms of uni avoiding her like the plague…