Zoe Discovers How Good Anal Is

This is the story of an experienced loving man training an inexperienced woman about the joys of anal sex. If anal intercourse is not your thing, please move on. If you like the story, and you think I did a descent job, I welcome all comments and positive ratings. Thanks, and enjoy.

Hi there, my name is Zack, and my lady’s name is Zoe. We were both 32 when this story happened. Zoe was an incredibly sexy woman at 5’6” and weighing in at 120 to 125 pounds. She had long auburn hair, hazel eyes, luscious lips, perky nose, and a smile that just lit up my world when we met. Her shape was the perfect hour glass with a beautiful set of 36 C’s with nipples that were so sensitive I could get her to cum just from sucking them sometimes. Her tummy was flat and toned. Her ass and legs were what most men dreamed of having in their bed. I was very much a leg and ass man then, and I still am. The beautiful womanhood between her legs was always kept smooth, and her pussy lips opened to reveal a clit that just called to be sucked on and a vagina that needed cock on a constant basis.

Me, I was 6 foot tall weighing in at 180. I had a hard physical job that kept me in excellent shape without having to work out. My body had just the right amount of hair to make Zoe happy, and I always kept my 8 inch long, thick cock and balls shaved smooth. I loved it so when she would lick my smooth balls and suck them in her mouth to roll them around with her tongue. We both loved the way I could eat her pussy and really get her going before my dick slid inside her wet pink pussy. She was multi orgasmic as well as a squirter. I had tasted my fair share of ladies before Zoe, but I have to tell you that this woman had the sweetest juices in the whole fucking world. I just could not swallow enough of her squirting.

Our sex life together was off the charts incredible. We either fucked or made love just about every day. There was a difference too. When we fucked it was raw and powerful, almost animalistic, and those days tended to be quickies that exhausted both of us. When we made love it was passionate and tender how we would slowly take each other, and spend all the time needed to fully satisfy the other. There was not a room or piece of solid furniture or counter top she had not been fucked on in our home. Both of us had voracious sexual appetites, and extremely high sex drives. Neither of us was shy about asking for whatever we wanted from the other, and we both always listened to and tried to please the other with anything new one of us wanted to try.

Early in our relationship, we had been together for several years now, I had asked Zoe if she was interested in getting fucked in her sexy ass. I promised her that it would be a gentle and loving experience for her, and that I would train her and guarantee a wonderful pain free new experience. You see when I was a submissive in my early 20’s, my Dom had me train several college ladies to become her anal sluts. I had experience with this, and frankly I never had a failure to take my dick easily when I was done with any of the 6 women I had trained.

Zoe said, “no she was not interested at that time, but maybe someday in the future that would change.” She promised to let me know if it ever did.

Zoe shared the story how when she was in college her boyfriend had pestered her so much that she finally gave in to make him stop. It was not a pleasant experience for her. In fact it had been extremely painful. She told me how the boyfriend had a good 7 inch cock that was kind of thick. He had not taken any time to even try to prepare her tight virgin ass. He just lubed her up and rammed his dick balls deep up her ass. She said the pain was immediate and intense, and that she even bled for a day. She jumped out of bed so fast and kicked him out of her life for good after hurting her like that.

Back to the present day now, and we were lying in bed cuddling after just fucking each other’s brains out one night, she told me she was now interested in the idea of exploring anal sex with me. She said she thought I was just the right man for this, and that she trusted me to be gentle even though I was much bigger than the old college boyfriend. She wanted me to assure her that it would be enjoyable for her. Needless to say this caught my attention immediately. I had to ask her though, what had caused her to change her mind?

Zoe told me that she had been talking with Amy who was with Gus now for the last year. Early in their relationship, Gus had trained Amy to receive anal penetration. This man had been extremely gentle and loving, and had taught Amy how to do it so that it was enjoyable and even orgasmic. Amy shared some wonderful stories of their passionate anal love making with Zoe, and this was peaking her interest now. Zoe said, if I could make anal that kind of gentle, loving and passionate an experience for her, then she would like to give it a try with me.

Seizing the opportunity I said, “hell yes I would do that, but that we would not be able to just try. If you want me to train you anally, you have to commit to learning and doing, not trying.”

Zoe told me that she was still hesitant, but that she trusted me. She said she would commit to doing the training and fucking her ass at least once. If she did not like it, then it would be a onetime only thing. I agreed with her. If she did not like it after the training and our first time, we would never go there again.

After that agreement, I started to talk to her about doing proper anal training. How we would use toys and butt plugs to get her used to being penetrated in her ass. She looked at me questioningly, wondering how I knew this much about it. Without her even having to ask, I told her the story of the dominant cougar I had been fucking in college who loved getting fucked in the ass. The cougar had told me what she had done and gone through to get her ass stretched out, and what she had done to condition her mind. That old woman was so stretched out that she even liked having her ass fisted. The cougar told me how being the anal bottom was not just a position, it was a mind set. If the bottom thought it would hurt, it would because they would tighten up. Tightening up is what makes it hurt I told Zoe. After the dom taught me how to train a new bottom, I trained 6 other women anally. All of them were successful in that training and enjoyed taking my big dick every time the Dom cougar had me fuck them.

For the next couple hours I explained everything I would do with her to get her stretched out and ready. That it would be a process, not just an event. We talked about how her mind had to be right for this to work. How she would have to will herself to loosen up instead of tightening up as she was penetrated. It was explained how we would start small and work up in size. In the evenings during training she would keep a butt plug in all evening, so she got used to things being in her ass. I taught her about cleaning out inside, just like she kept her pussy clean. She would need to do the same thing with her ass before getting fucked.

The next day I went by the local sex shop, and bought all the toys and equipment needed for Zoe’s anal training. This was going to be fun for both of us. It had been my desire to train that cute little ass since the day we met. I brought home good lube, 3 dildos starting from a slim Jim model to one a little bigger than my dick. When she could take that one for several days straight, she would be ready. There was also a set of 3 butt plugs. The last thing I bought was an enema kit for her to flush out with.