Chapter 7: Sexual Histories

Chapter 7

Sexual Histories

Dear Holly,

I've only had intercourse with one woman, Naomi. We first had sex on New Year's Eve, 1989, when I was 14 and she almost 20. We were married in 1997, and Trout was born in 2005. Usually I'm on top, but sometimes she would get on top. We also learned to give each other oral sex from watching porn in hotels. After a year of talking about it, we attempted anal sex, but we didn't get very far. My only sexual contact since December of 2007 was the hand job and blow job from the other Holly, which I told you about.

Love,

Mike

Dear Mike,

My sister taught me to masturbate when I was almost 12, right after I got my first period (1977). We would practice giving blow jobs to cucumbers and bananas based on our father's porn collection. Consequently, we learned that “deep throat” was expected, and we both could do it before we even kissed a boy. I lost my virginity in 1979. Abortion, 1980. Raped, 1981. Second abortion, 1981. I performed oral sex on most of my partners but found that few of them would perform it on me, so I started having sex with an overweight girl in my grade, Monica. I had a number of partners throughout high school. For vaginal intercourse, I preferred it doggy style. For anal intercourse, I preferred to lie on my side.

At Oxford, I liked to be on top for both vaginal and anal sex, as I could switch to anal easily as a form of birth control when we didn't have condoms. I had orgasms less frequently from anal sex, but I found it almost as pleasurable. I enjoyed giving and receiving analingus, in particular, face sitting. I started doing nude modeling and was considering getting into porn when I got pregnant in 1989. My daughter, as you know, was born in 1990. I then had a hysterectomy after being diagnosed with cancer.

I don't really remember my last orgasm, but I remember the efforts I went to trying to have another one. I never had too much interest in women, but when men failed me, I began sleeping regularly with three women who I was friends with. In the months before I received my Master's, I became known as “Strap-on Holly,” as the only sexual act I would do would be to fuck men and women with a vibrator. In 1993, as my practice was growing, I noticed that I hadn't had sex in one calendar year. I haven't had sex since.

Love,

Holly

P.S. See you at eight tonight, my place?

Blonde Holly watched Trout while I went to see brunette Holly. She hugged me after she opened the door. We watched a DVD, and she put her head on my shoulder. It was... simple. She had her hair pulled back and makeup on. She smelled nice.