Ok so I don't usually tell this story anymore because when I do people either don't believe me, or think I'm bragging about what happened. I don't know why because this was one of the most...disappointing events of my life.
First year university I had been going out with this girl for a few months and since at the time I was a virgin I was excited, to say the least, when we decided to have sex. So while trying to skip as many details as possible, I'll get to the point. When we tried to get started , it didn't fit. I know what you are thinking, babies come out of there how could it not fit. Well that's what I was thinking too, me being new at the whole procedure I wasn't quite sure what to do. Since she had done it before, I asked her if I was going doing it right, if she needed more foreplay or whatever but she said everything was go and to just keep trying "it should just slide right in." So I kept trying but for some reason the pained expression on her face and occasional squeal weren't helping things much. Eventually we had to quit and we promised to try it again sometime later.
We didn't. She went away to see her family that weekend and I got a breakup call without a clear reason of why, but I knew. Now it's five years later and I can laugh about how I got dumped because I was too much man for her, but when it happened it was a terrible experience.
