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

Tonight is my three month anniversary with Laura. I have a romantic date planned, dinner and a concert at a little jazz club downtown. Then, hopefully, back to my place. Laura and I have great sex - at least, we’ve had great sex so far, and I can feel there is a ton of potential there. She is fit, enthusiastic and highly orgasmic. I love a woman who knows what she wants and asks for it. So I’m pretty excited for tonight but also kind of nervous. I’ve decided tonight is the night I want to tell her about some of what I really like in bed, and I am not sure how it will go over. She seems open minded enough, we’ve already played around with a little bit of spanking (on her) and bondage (on me) but from my experience the question I need to ask her tonight is one that has ended all too many of my relationships. I’m really hoping tonight is different - I really like Laura and even find myself wondering sometimes if she might be “the one” as they say.  

    Most of my girlfriends have reacted in the same way. They get confused, they get grossed out, they accuse me of being a closeted queer. It’s not that I don’t understand their initial reaction: I went through all of those same thoughts myself once upon a time. What pisses me off is the refusal to think past the initial disgust and hear me out. I’ve learned to bring up my desire for pegging early on into a relationship, to weed out the close minded women. It’s not that I need it every time I have sex, far from it. Once a month would be fantastic. What bugs me is if a woman is so turned off by one of my greatest sexual pleasures, I just don’t see much of a future together. Most of the women I’ve dated think it is perfectly fine to use vibrators for her own pleasure, but as soon as I want to bring one of my toys in bed, I get accused of everything from perversion to identity disorders. Screw that. I would rather be alone, pleasuring myself every night, than share a bed with a hypocrite.  

    Maybe I’m being too harsh. Forgive me. It’s just that after three years of dating, and three years of being rejected every time I ask for what I want, I feel a little beaten down.  

    I’ve been on enough internet forums to know I’m not the only guy into pegging. From what I read, it is actually gaining in popularity. I’m looking forward to the day when it is just another sex act on a big menu, when more guys will speak up about their enjoyment of their own damn asses so the rest of us don’t look so much like freaks. You know, it wasn’t too long ago when using a vibrator was pretty far out for women, and not too long before that when anything other than the missionary position was considered extreme. So I feel pretty confident that someday soon pegging will be considered normal and healthy. I want more guys to know about it - because trust me, it changes your sex life forever in all the best ways.  

    Deanna was the first to introduce me to my ass. Before her, I never even considered my ass to be part of my body, it was for one function only and that had nothing to do with sex. Deanna and I were together in college, she was a few years older than me. I don’t know what she saw in me, but I’m glad she said yes when I got up the balls to ask her out. She was far more sexually experienced than I and initiated me into all sorts of new illicit activities. But by far, her lasting gift to me was when she showed me how good a little anal play could feel for a guy.  

    I’ll never forget that first moment of contact. We were in my dorm room, and she was going down on me. She was masterful when it came to oral sex, pulling my entire shaft deep into her throat and working in a steady rhythm. I never knew it could get any better. She must have been in a mischievous mood that day, because her hands started to wander. She was talented with her hands, working my shaft, lightly tugging on my balls in just the right way, even pressing deep into my taint in this way that