Thursday, August 5, 2010


... retentive? or ... sex?

Do you even have to ask?

It's always been a legend to me. Anal sex was something my friends talked about. They would say how much they enjoyed it and I always imagined they were lying, because they didn't want to say that they were doing something solely to please a man. It wasn't until recently that I thought about the process and wondered if it could possibly be a pleasing experience.

My ass was uncharted territory. Yes, I said "was." Well, that's not totally true. It's seen a finger... or two, but never at the same time. Nothing even close to a penis. I was always scared. I have heard horror stories about prolapsed rectums and other totally unappealing side-effects. But, I have never met anyone who has experienced anything even remotely that bad. The worst stories I got from friends were of discomfort. Nothing major. Just that it hurt a bit at first and that you have to take it slowly.

So, I embarked on a fact-finding mission. I asked friends, read medical journals, polled people on the street. I was determined to get the real scoop on anal sex. Turns out, if I tried it, I was probably going to come out unscathed. I was not totally convinced, so I put it into negotiation with my partner of choice.

There was only one guy that I could entrust with such a delicate task. So, I broached the subject. I started by finding out if my choice man had ever done it. I really wanted to try it with someone that had never done it before. Turns out, he was the perfect choice. Other than being smitten with him, he was gentle and I knew he was someone I could trust. We talked about it a bit and then our minds were made up. We were going to try it.

I still had to think about it for a while, but the more I thought and consulted friends, the more confident I became in my decision. Corporations and the IRS fuck me in the ass all the time, why not extend the invitation to the guy I was sleeping with? I was going to do it.

So, the next time I was at his place, we got all cozied up in bed and I got on top of him and, following Maria's earlier instruction, I attempted to control the flow. This wasn't working. I was very tense at first. I am not sure what happened in the middle, but I know by the end I was face down on the bed with him on top of me and I was relaxed.

It was good. The process itself wasn't great. We were both new to it. We would have to work at it a bit, but it was not unpleasant at all. Once we got into a rhythm, it was really good. I could tell it felt good for him (different, but good) and I was sucked into the overall feel. Gradually, the physical aspect felt better and better. I just had to relax and enjoy it. It was a more-than-successful attempt. We knocked it out of the park. And, we were each other's firsts. I never thought I would get to experience that with anyone again. It was nice.

So, I am no longer a butt virgin. I won't be takin' it up the rear frequently, but it was a great experience that I don't regret at all. I had the perfect storm: a great partner, a relaxed mood, a bottle of lube and my mind made up to try something new. And in the end, it was worth the research, the negotiations and the slight soreness the next day.


  1. Inspiring. Blazing a trail for women everywhere.
    Bless U Polly. :^)

  2. Yes Polly, God Bless You, you beautiful woman you

  3. just wondering if objectifying ones self as a sex toy for use in random sex acts with strangers is helping or hurting the feminist cause. women have fought for years to remove the sex object or sex toy label given by men throughout history. wondering what pollys take on this is.

    August 6, 2010 8:

  4. David, guys like U fuck it up for everyone else. U should take a step back and slap yaself.


About Me

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I am the product-child of the Women's Lib movement. I have a grade A education, a promising career and no immediate goal for children or a spouse. I will be 30 this year and I have spent many years in monogamous relationships. In and out of 1 to 2 year relationships, I always dated with the goal of meeting someone special. Most of the time I didn't date. Most of the time I found myself falling into relationship after relationship. These relationships were doomed to fail. They were all built on expectations that were, for me, unattainable. I love meeting new people. I find sex enjoyable and empowering and I am not happy when I am monogamous. So, after my last break-up, after taking some time to grieve, I decided to cut my societal puppet strings and get back in the game. I set out on a mission to spend the Summer of 2010 dating as many men as possible. My only initial criteria was attraction. My only limitation was - no love and no structured relationships. This is my date by date tale of what life can be like outside of the goals of relationships and love.