But I aim to change that here and now. Scarlett is clearly the more prolific writer of the two of us and she’s already told you a bit about herself. As her avowed partner in sexy crime, I’d better tell you a little bit about myself, too. My name is Jack.

I was raised in a large, church-going family in a small agricultural town in central Oregon. The environment at home was not only not sex positive, it was completely devoid of sex as far as I can remember. We were strongly discouraged from wearing shorts and didn’t dare go shirtless. There was virtually no physical affection shown to one another outside the occasional bend-at-the-waist hug. Sex wasn’t talked about.

My introduction to sex was through porn. The parents of some friends down the street had books and magazines all over the place. I remember particularly vividly a book on their headboard about a woman and her dog. Because they owned a large dog. Which made me wonder.

My brother had porn, too. Mostly books of erotic fiction—impressively sophisticated for a teenage boy who was drunk or stoned as much as sober. I don’t think I ever saw anything except straight porn and I think I was pretty much all about the women. Good old fashioned T&A. So it’s kind of ironic that my first sexual experience was with a guy. I was staying over at a friend of the family’s place. I slept in the same room as their son who was three or four years older than me. The conversation turned to women and at one point he said, “Isn’t this making you horny?” I’m not sure I even knew what that meant, but I wasn’t about to let that be known. And I’m sure I was horny since that was my default. I don’t recall what was said next, but next thing I knew we were sixty-nining each other. I had to have been nervous, but next thing I knew I was coming in his mouth. Mind blowing! He asked me to get on my hands and knees and started playing with my ass. I must have seemed tense because he said, “If you don’t want to do this we can stop.” So we stopped and went to sleep. They moved away and nothing ever happened again. Part of me has always wished we hadn’t stopped.

My first time with a girl was not good. We were both drunk and had absolutely nothing in common. I was visiting friends out of town (isn’t that when this stuff always happens?) and she was a friend of one of their girlfriends. We ended up in the back seat of the car and then in bed. It was the most awkward thing ever and I remember going through the motions out of a sense of obligation as much as anything. I don’t know if it was because I was drunk or because she was so much bigger than me, but I don’t remember feeling much of anything. Not the best intro to straight sex. But it got better. And better and better.

Somewhere along the line I learned that my ass is as much a pleasure point as my cock and nipples. You know how horny teenage boys can be. Now imagine one that not only knows the joys of jacking off, but also the joys of sticking things up his ass. And I did just that. Fairly frequently. No long, cylindrical object was safe.

[End of Part I]