I was in a messy pseudo-relationship with a guy 8 years my senior (we will call him D!) - who happened to have a girlfriend that I was unaware of. I'd known him for a few years, and I'd refused his advances (the age difference, we didn't know each other well) until finally I said fine, let's go out. We dated (as in, went on dates) for a few months; everything was amazing. I was over the moon for D and he seemed to be just as fond of me.
One bright morning I woke to find an email waiting for me...from a girl who had this to say: "Hey bitch, I know about you and my boyfriend, f---ing whore." Needless to say I was a little shocked. I called him and said, "Hi D, I know you're at work but maybe you could give me a shout on your break? Your girlfriend really isn't happy with me."
They broke up, and he and I continued to see each other - what an awful decision on my part, right? Well, like I said, I was smitten. It was hard for us to spend time together, as he worked nights and I went to school and had a part time job. We managed to find a few hours here and there. (Canadian) Thanksgiving weekend he was supposed to come spend a night with me but he called and bailed the day before. I was very very angry, and spent the Saturday alone...and then he showed up on my doorstep at 11:30 on Sunday night.
We spent all night talking about what we were. We broke up, because it just wasn't working - the time for us to be together was just not there and he was scared he was going to break my heart. Obviously then we slept together (my first time...) and he left in the early morning. I was okay with it, it was best if we were over.
Until he called me a few days later wanting to see me, and I said "But I thought we were done?" However according to him, nothing about that night meant we were over at all. We continued spending almost no time together and exchanging messages and phone calls talking about how absolutely wonderful the other person was. I got bored of it though, and when I met a guy my age who was geeky, cute and totally into me, I started seeing him.
This new relationship turned out to be pretty lasting...and D and I just stopped. We just stopped finding time to see one another, messages got fewer and further between...there was no fight, no real ending, we simply disappeared out of each others' lives. It's still the strangest thing to me - and he was right, he did break my heart.
tl;dr: I fell in love with a guy 8 years older than me, we dated, I lost my v-card to him and never saw him again.