I think the most tragic love story that's occurred to someone I know personally, I heard from my mom and her best friend while we were in the Bahamas. We used to go every year to the Bahamas; most of the time it was my mom, aforementioned friend, and her daughter (my best friend). Recently these vacations have been less and less frequent for a variety of circumstances.
They had probably been drinking that night (not really a surprise back then), and so I think we heard a lot of stuff we shouldn't have. This wasn't really one of those things though. I don't know how it started, but I remember my mom saying something about "Well this guy almost became your father...". So the story went...
My mom dated a guy in college, really seriously. I guess he graduated a year before she did or something, at any rate he went off before she did and she really didn't hear from him much, didn't know what he was doing and he wouldn't tell her what was going on. So of course, she was devastated. After a while she chose to get over it, because that's what we do. One night the guy called up and my mom's friend (same friend as above, once again) picked up the phone and evidently told him that mom was going out on a date. So he's pleading on the phone to talk to her, my mom's friend keeps saying "No, she doesn't want to talk with you", "Please, I just need to talk to her!", "She doesn't want to speak with you!"...etc. Mom never talks to him.
As it turns out, evidently he had been off in Arizona making preparations for them to live together. He was going to propose, buy a house out there, and start a life with her. Which makes me feel terrible for the guy. But he never told her what he was doing, and so she never knew until it was too late. Crazy to think that her life could've turned out completely differently from how it has.
What doesn't kill you makes you stronger, eh, kid?