Most Helpful Girl
I think if it's meant to workout it'll be obvious as hell so I don't regret my previous relationships ending. One or both people in my scenarios didn't want to try anymore so it would never have continued anyway. What I do regret is I could have just let the relationship end when it wasn't working out anymore because I was dragging it out and that just hurt both people. Just extra negativity and pain that could have been prevented. And also I wanted to leave something positive and intact about the relationship. You know like a final confirmation like yea it didn't workout but i don't regret giving my time/ heart to this person.
Most Helpful Guy
I have no regret ending things in the past. I have a few regrets as to how I did it in some cases.
There were some cases where I felt like I had to be callous to really drive the girl away. I probably could have been a bit more sensitive.
In particular there is this one girl whose very lasting image in my mind was of her crying while I gave her the cold shoulder. She couldn't accept my choice to break up with her. I started off as gently and as delicately as I could, but her refusal to accept made me increasingly adopt a firmer stance until I acted rather coldly towards her.
Not sure there was any other way to break up with her (she started coming over to my apartment uninvited after that), but I regret that I made her cry so much in the process.