I had just turned 28. Still hurts today.
No girl ever broke my heart. But lots of guys did. And I suppose I broke a few myself.
Friend zone thing. And in fact I’d already had a couple real relationships prior to this.
We talked every day, met most days, even held hands. I should have, but never kissed her.
Then she cut me off one day. Kept making excuses why she couldn’t see me, and that was that.
She was 17, I was 18. She broke my heart, it hurt bad and my chest ached for weeks.
The first time a girl broke my heart? Are we talking today, or ever?
We were both 19. She dumped me on the third year anniversary of us “officially” becoming boyfriend and girlfriend. Three years is a long time when you’re a teenager.
I’d never felt so heartbroken and completely devastated in my young life. In retrospect, I know now that she had met someone, the roommate of her cousin’s boyfriend, who was a bit older, on his own and gainfully employed. I was a college student, living at home with my parents, and working part time at a convenience store.
She ended up marrying that guy and, although I haven’t been in touch, I know she’s been doing well for herself and they’re still married some 30 years later.
He was a better fit for her as they’re both Catholic and moderately religious, whereas I was and still am an atheist.
I still think about her. I was truly in love, and truly heartbroken when she broke up with me.
Well my son has to learn that women can be “interesting” creatures and it’s not easy to say, learn to read their signals (which can be ever changing), their moods, and to learn how to develop an emotional relationship with them OR when to step back and NOT get to close. In my sons case she wanted to just stay in the “friend” zone and he was hoping for more.
If you’ve got an issue with a poster, you know where to take that. Let’s leave it out of this thread and forum.
Model rocketry? 
22 and just out of college.
I met her freshman year and we dated until we graduated…she left me shortly thereafter.
It devastated me for years following and still has ramifications to my relationship today.
Kristi Kimball. I was 16, she was 15. I had just gone through barbiturate withdrawls at a Summer church camp, magic happened, and pretty much ended the day after we left camp.
- Had been dating about a year when she decided she was more interested in hooking up with frat guys. I called her house, her mom answered and told me she was out with her dad. Turns out she was hanging out with the guys at a frat house where she had been banging this Russian dude, which her mom was fully aware of. Gee, thanks lady, for helping your daughter cheat on me.
- Man, that hurt.
I overheard my parents:
Mom: “It’s just puppy love.”
Dad: “Well, yeah. That’s why it hurts so much.”
- First girlfriend. Her friends didn’t like me so she decided she didn’t like me either. Still hurts to think about.
- I was a late bloomer, but this was the first girl who I ever had a dating relationship. We met during the summer break and she was starting school in the fall at a place about a half hour’s drive from me. I fully expected things to continue from there.
But there was a gap of three weeks before I went off the school. And before she left, there was an incident that, while it would be funny in retrospect, I made the mistake of thinking it was funny at the time. When we finally got together, there was nothing. I also realize that she was probably expecting this to be just a summer fling (despite our proximity in the fall) and had no expectation of continuing.
Never had the chance. I was single until I met my wife at 29. That was my first relationship. 25 years this year.
Having a relationship end is a lot easier than never being in one.
Ah, yes. “Church Camp”. You would think the people that organized these things would, nay should, foresee the inevitable outcome, so to speak. 
Maybe they have?
A fairly good opportunity to experience romance, followed by a cold-turkey shutoff, that prevents things from getting TOO far out of hand. Pretty practical way of getting kids some relationship experience without too many adverse conequences.
Thinking back, I was an absolutely horrible person to several young ladies in my youth.
For me, when I was 20. God, I was devastated. I had very stupidly transferred to her university to be with her and we didn’t even last three months before she dumped me for her old boyfriend. I nearly dropped out. The pain went away, but…I won’t move for anyone ever again.