P is for Pegging (The Fantasy A-Z Series) by The Pleasure Mechanics, Chris Maxwell Rose Page B

on their part. One girl was willing to touch outside, but never go in. And now that I had a taste of how good it felt, living without it was pretty depressing.  

    At first I freaked out, like most guys do I suspect, and worried that I liked it a little too much. Why couldn’t I be satisfied with “normal” sex - blowjobs and fucking seem to be satisfying for most guys. The only guys I had heard of liking anal sex were gay men. Trust me, I have nothing against gays. My best friend from high school came out to me senior year and we are still tight. I live in San Francisco, where it often feels like they outnumber us straight guys three to one. But I had never been into guys, and I certainly don’t feel like a closet case. So what was with my new obsession with anal stimulation?  

    For answers I turned to the great oracle of our time, Google. My first searches revealed lots of graphic porn, men with entire fists buried in their asses. Not quite what I was looking for, though my mind was appropriately blown open to the possibilities. I didn’t even know what to search for - and believe me, I tried every combination of words I could think of. Eventually I found a few good sites that explained why prostate massage felt so good, and reassured me that a lot of straight guys like me were into it. That was reassuring.  

    I first came across the term “pegging” on a forum where guys were sharing their techniques for anal play, and sharing stories of how they got their wives and girlfriends to try it out. All of the guys were raving about pegging - encouraging us novices who had just experienced a few fingers here and there to take it to the next level. They described hot women wearing a strap-on, bending them over and fully penetrating their ass. I couldn’t stop reading their enthusiastic descriptions about opening up fully to anal penetration and feeling a hot woman behind you, claiming your ass and filling you with pleasurable penetration. Sign me up, was my first thought. Everything had felt so good up to that point I knew I wanted more.  

    I guess you can say it has become a bit of an obsession for me. Or at least a very persistent fantasy. I’ve been with a few girls since I graduated and moved to San Francisco, but none of them have been willing to do anything more than a little external touch while going down on me. I’ve thought about trying online dating, and entertained myself for hours writing ads I never put up. “Nice guy looking for lovely lady with strap-on,” “Peg Me Maybe?” or “Seeking Strap-On Lover” The thing is, I’m a pretty traditional guy. I don’t want just the sex, I want a relationship with a woman who is willing to be with me in all of these ways I desire, who is as interested in meeting my sexual needs as I am in meeting hers.  

    I feel pretty hopeful about Laura. I met her through one of the guys on my rugby team, her roommate is a lesbian and she grew up right here in San Francisco. You never know who will be into what, I’ve definitely learned that the hard way. But I like Laura enough to tell her the truth about what I want in bed, and I’m just hoping she doesn’t run for the hills.   I’ve had so many fantasies about her pegging me, it almost feels real. I imagine her slender body with a black leather harness accentuating her hips, her long blond hair swinging as she thrusts   into me, her small breasts quivering with every stroke. She would look fucking hot, and I would be so into having her be my first.  

    ***

    Dinner was fantastic, and once again we talked easily and openly. I love that we can move from topic to topic so easily, and that there is so much to say. We both work in the environmental sciences, but try not to get too focused on work during our dates. Global warming isn’t so conducive to romance. The concert was not quite as fabulous as I expected. The old jazz musician played like he was worn thin, as if he had wanted to retire years ago but