So we will now embark on the next installment; sorry it took so long to write, but I've been busy [and sad] with a lot of things.
In case you missed the entire story;
Part 1 [The Ethics of Nutkicking]: http://www.teamliquid.net/blogs/326289-how-jamie-ripped-my-heart-out-t_t
Part 2 [Nothing Really Interesting]: http://www.teamliquid.net/blogs/394797-jamie-part-2
Part 3 [Everything Bad LOL this one is exciting]: http://www.teamliquid.net/blogs/451445-how-my-night-was-epically-ruined
Part 4 [I tried...again]: http://www.teamliquid.net/blogs/475173-murphys-law-part-1
It's December 2014. I had just finished my finals, and Jamie was coming back for winter break. The relationship had been a bit rocky since neither of us saw each other for like 4 months ish, since she went off for college, but now, she was coming back, and our relationship was about to become physical again. I could not wait.
At this point, we're both 20 years of age, and super excited to get it on. Neither of us had ever done it before,
Once again, her parents and brother were gone, and we went to her place. I was scared something like last time would happen again, so I kindly asked that she did not handcuff me LOL. We had already been interrupted twice, but she told me that her brother was out of town as well. Except around here, it doesn't take a lot of time to get in/out of town for one to say "out of town."
It was very intense. She jumped on me just she like used to, We were making out, all of our clothes came off, and then, after a ton of foreplay, when we finally got to the part where you put the stick in the hole...
I felt a rush of emotion. I was about to lose my virginity. It was one of the most epic moments of my life, my heart felt like it was going to explode...
I pushed. But nothing happened. It didn't go in.
"Uhh...Jamie, a little help here?"
She helped me align my dingus, and then she told me to push. I did. Nothing happened.
"Try a little harder...?"
I did. It wouldn't go in.
Both of us became really stressed out. I went limp. She tried to revive me, but it just wouldn't come up from how stressed out I was.
Then she made me lie down, and told me to close my eyes as she nibbled on my neck and all sorts of other weird kinky shit that the two of us were into. Then, after I had reached sufficient stiffness [I suppose it took a while], she, with my eyes still closed, climbed on...
...and then the greatest feeling I have ever felt rushed over me. But then it quickly became hella uncomfortable, I became TERRIFIED that she would break my penis from going up and down, it was really awkward, but at least it was working. I felt so much better when I got on top.
And that, my friends, was how I lost my virginity. We had some more...pleasurable nights that winter break.
Then, six months of long distance go by, and the exact same thing happened with my previous ex - she dumped me at the end of it.