Dave and I had been married for eight years when he gave me an erotic novel. He had bought me the little short stories but this book was much larger than those were. I didn’t want to seem too anxious to read it, so I made myself wait for a little while. I am an avid reader and the idea of a purely erotic novel had me excited so I finally gave in and kicked back to read.
It didn’t take long at all to discover that the main character, a woman named Candy, loved anal sex above all sex. It seemed that the bigger the cock the more she wanted it inside that “other hole”.
In our marriage, anal was discussed loosely, almost jokingly. I had told my husband at that time there was no way that I wanted any part of that. Dave had said that it was ok and unnecessary but I couldn’t help but wonder, “Is the anal sex story a hint to convince me to try it out?”
In my reading, I fully admit that I found it intriguing. Until reading it, I really hadn’t given anal sex more than a passing consideration. Now, it turned me on to think that it could be that erotic. Candy spoke of an intense fullness, a pleasurable pain beyond anything ever felt during “real sex”.
I’ve always enjoyed the pleasure pain of real sex. The feel of someone deep inside pushing against the deepest part of my pussy and here was this story where it hinted that “back there” was even better.
I read a little and being thoroughly turned on, I went for my vibrator. In seconds, I came simply from holding the vibrator on my clit while reading. That book brought me off several times during the few days that it took to read it.
It wasn’t until I finished the book that I decided I wanted to feel all that Candy had felt. I wanted to try anal sex and it wasn’t easy for me to admit to that, even to myself. I couldn’t imagine mentioning it to Dave. He had already said it wasn’t necessary and even after eight years of marriage I still had to wonder if he would think less of me for saying that I now wanted it.
Worse yet was the idea that if I said I wanted it to go there, what if I couldn’t handle it? I wasn’t sure what to do about it.
A few months later, the book and the anal sex stuff still filled my mind. I had yet to mention it. I’ve always been rather shy about stuff like that. I don’t want to be the one to suggest new things to anyone. The book wouldn’t go away though. Experiencing anal sex became my number one fantasy.
I often grabbed the book and brought myself off while reading it. I envied Candy and her love of anal sex. I couldn’t picture the feelings she described in her sexual encounters but every time I read, I wanted to feel it more. The pleasure pain of it, the overwhelming fullness that it gave her, filled my mind.
There was also the amount of fooling around that she described as necessary. I wanted to be teased mercilessly until I was begging for a cock to be inside me, anywhere. I wanted to have a man in my rear hole and have him reach around and massage my clit.
I thought about it long enough until one day, I decided that rather than tell Dave that I wanted it and then not be able to go through with it, I would try it out on my own first. Then if it was more painful than suggested by Candy, I could easily back out and no one but me would be the wiser. I wouldn’t have to tell anyone that I had tried it and couldn’t make it work. Either way the “Not knowing” would be over with.
I grabbed a toy that was both long enough to hold on to and a little smaller around than Dave, a bottle of lubrication that we always kept around, and my book of Candy’s adventures. I started out just reading. I started at page one and probably read a few chapters before touching myself. Even though I had already read most of the book twice, it could still turn me on very quickly.
By the end of chapter three, I was more than ready to put a vibrator on my clit that would send me over the edge. That wasn’t what I was aiming for this time though. I didn’t want the quick release offered by a vibe on my clit.
I stood up beside the bed and finished taking off my clothes and then I got down on my hands and knees on the bed. Candy seemed to use this position often, even when she chose to play solo. I figured that it would probably work best for me as well, especially because it would allow both my hands the freedom to be where I needed them.
I read a little more, using the vibe on my clit a little bit, but not enough to bring myself off. I wanted to wait. I wanted to be ready for anything that I might feel, pleasure or pain.
I read another chapter in the book, and came very close to cumming. I decided it was time to stop playing and go for it if I was going to and before I lost my nerve or became so turned on that I simply couldn’t stop myself.
I slid the vibrator back toward my rear entrance and enjoyed for a moment the feel of the vibrations back there. I had felt it before but knowing what I would be doing soon made it even more exciting.
I teased myself that way for a little while, and now I was really wanting to cum. I didn’t want to waste a whole lot more time with the build up. Curiosity was winning and I needed to see what it would feel like to have something inside me.
I took the vibrator and put lubrication on it then rubbed it around again. I did this several times making sure that my ass and the toy was coated very well with lube. I then reached for the night stand beside the bed to get a bullet vibe for use on my clit once the vibrating cock was inside my ass.
I turned off the vibration on the cock, wanting to make it easier on myself if possible and I began slowly trying to push it into my ass. I was glad that I had chosen a toy with a very small point and a gradual slope to full size around.
At first, my ass didn’t want to let it in, so I pushed a little harder and tried to make myself relax. That was very hard to do considering I was scared it was going to really start hurting at any moment.
I’m not sure if it was just the fact that I was pushing it in firmly or if I was able to relax enough to let it in, but the toy cock finally managed to get inside me a little bit. It did hurt, but it wasn’t horrible. It was a very unique pain, coupled with the satisfaction of knowing I was making this happen. The toy wasn’t inside very far at all but I still wanted to squeal in happiness over the fact that I had got that far with it.
I held the toy still and moved the book back to where I could see it easily. Candy was just beginning another sexual encounter. I read through it and as the man in her world pushed his cock inside her, I pushed the toy cock further inside myself.
The man in the story paused when he was balls deep inside her and let her adjust and I held still with my wrist against my pussy and the toy cock as far inside me as I felt I could possibly handle. I felt and can say with reasonable certainty that I took all but a couple inches. I wasn’t sure if I had made a right choice in either picking a toy or wanting to go anal at all because it was hurting, but at the same time, I felt so full that I didn’t want to stop.
After a few minutes of allowing myself to adjust to that new fullness, I started reading again. I moved the toy cock in and out of my ass slowly. I wasn’t able to pick up speed with the couple in the book but I continued to read while moving it in and out of myself slowly. When they were finished and she went to clean herself up, I discarded the book, anxious to bring myself off. Even though the discomfort was there, I was growing more and more turned on by it.
I pulled the vibrator out of my ass, but only long enough to add a little more lube to the mix, and pushed it back inside myself. It didn’t hurt as bad the second time around and I was both amazed and happy about that.
I laid my head down on the bed, leaving my ass up in the air and really began moving the vibrator in and out again. As my arm bumped up against my pussy, I could feel the wetness of myself and wondered if it was from the lube or just because I was that turned on.
I moved it in and out of myself for a while and just enjoyed the feel of it, the naughtiness of what I was doing to myself. With every stroke of the toy, I was becoming more desperate to reach orgasm.
I reached for the small bullet vibe and turned it on high and placed it between my legs and centered over the top of my clit. I couldn’t believe the overwhelming sensation of having something inside my ass and a vibe on my clit. I knew that very soon I would reach my peak.
The longer I held the vibe on my clit the more I had trouble focusing on thrusting the other toy in and out so I eventually gave that up. I opted instead to just hold it as deep inside myself and focus on the feelings provided by the one on my clit and the fullness.
I came harder than I had ever thought possible within seconds of focusing on my clit only. I could feel the muscles in my ass pushing and pulling on the cock and was surprised. I had never known those muscles contracted much the same as a pussy would. I also noticed that those contractions kind of hurt when there was something inside there. That was more painful than putting it inside there, but even at that, it was still very satisfying.
When I was finished, all cleaned up and dressed, I could still feel the toy cock inside my ass and it felt wonderful to know I had done it. I couldn’t wait to tell Dave that now I would be willing to try and let him inside there. Now that I knew, I could handle it with a toy cock, I was very impatient to try it with a real one but I wasn’t sure how to approach the conversation.
The next day I was sore and was very glad that I hadn’t mentioned it to him as of yet. I would wait until the pain was gone, and then figure out a way to discuss that I wanted him inside there.
As luck would have it, I ended up waiting a couple months. It didn’t hurt for that long, just I couldn’t figure out a way to throw in “hey, want to go anal?” into conversation.
I’m still not sure how the subject came up, but it did, and it ended with me telling Dave that I wouldn’t be against anal if he wanted to try it out. I did say that I wasn’t sure, if I could take it or not but that I would like the chance. I left out the fact that I had gone solo on it.
Dave being the type man that he is, he didn’t say, “Well let’s start.” or anything of that nature. It took him a couple weeks to work up to it.
We had been fooling around and there was little doubt that we were going to have sex. He was fooling around with that rear entrance quite a bit running the vibrator over it and stuff. He didn’t attempt to put anything inside there at first, though by this time I really hoped that he would. I wanted him to put something inside there more every time that the vibe rubbed across the outside of it.
Dave dropped the vibrator and used his finger instead, rubbing it against my asshole. Then he began trying to push his finger inside me just a little bit. Testing my response and watching to make sure that I didn’t object. I didn’t. I didn’t mind at all.
He did that for a little while and then stopped, and I kind of expected him to not go there because he focused his attention more on the pussy area than “back there”. I resigned myself to straight sex, although admittedly I was disappointed. I had had the toy. I wanted to try it out for real now.
We continued on fooling around as always. A few kisses here and touches there, a little bit of oral sex and I was into it. I always like the fooling around, and more often than not, there doesn’t seem to be enough of it. I especially found that I wanted his touches back there since he had teased around a little bit. I didn’t want to push it though, even now. I wanted to wait and see if it was something that he really wanted to do.
My most favorite position is Doggy. I am a huge fan of it, and I have been since the first time I experienced it. It is better than missionary if for no other reason than hands are free to travel where ever they are needed. Dave is aware that I like it and tonight was my night because he stood up to the side of the bed and urged me to assume that position. At that point, I was ready to forget all about his teasing of the rear entrance because I knew that I would be well satisfied and still get to feel that pleasure filled pain of deep and hard penetration.
He put his cock against my pussy and pushed forward entering me with one strong sure thrust and then pulled back pulling out of me. I was getting into it quickly. I wanted to reach orgasm and didn’t feel like waiting so even as he thrust himself into me I turned to look at him and asked if I could have a toy.
Dave paused and reached into the drawer by the bed and handed me my most favorite vibe for that position. The vibration is in the tip though it’s a full size cock, and it works great because the length makes it easy to hang on to and keep it where I need it.
I let him resume his trusting and I pushed back against him on every in thrust in an effort to push him deeper. I was turned on enough that I felt sure if I turned on the vibe I would cum in a second. I wanted to wait though, just a little longer. I was enjoying the ride, the feel of him moving so deep inside me. As much as I wanted the orgasm, I knew that if I could wait a little longer, teasing myself with the vibe, I would cum hard.
Dave picked up the speed of his thrusts and I thought that maybe he was about to cum so I turned on the vibe and held it against myself. I knew that I was about to cum and he slowed down. The vibe felt so good to me that I couldn’t slow down with him so I just held it still against me and tried to hold off my rapidly approaching orgasm.
I was keeping it at bay rather nicely, I thought, until I felt his finger rubbing against my ass hole and I felt him push it into me slightly. I cried out my orgasm and pushed myself back onto his cock in an effort to urge him to join me with his own release.
Dave just took it; he waited on me to calm down after my peak had passed before he started moving again, only it was the finger that did the moving. I could feel him dribble a little lube down the crack of my ass as his finger moved slowly in and out, pushing a little farther in each time.
I liked the way it felt, and I started pushing back against his finger. When it would start to hurt, I would stop pushing and attempt to just rest there and let my bottom adjust. I think I had taken most of his finger, when he pulled it out and added in another finger and we began working together to get them inside me.
When I had taken most of the two fingers together, he removed them and pulled his cock from inside my pussy. I felt him pour more lube on the crack of my ass and his cock soon followed, rubbing against me and then he pointed it toward my ass hole.
Dave began pushing his cock inside and I could feel myself stretching to allow him. It did hurt, but it wasn’t as painful as what I had done to myself with the vibe, so I just tried to breathe and relax.
When he popped through the outer ring and got the head of his cock inside me, I wondered if I would be able to take it after all. He was sweet though. He stopped and allowed me to adjust to that feeling. I wanted to get him all the way inside there, and as able pushed myself back onto him slightly.
It was turning me on to know that he was inside that hole that technically no one should be in. I reached and picked up the vibe that I had discarded once my orgasm had passed. I turned it back on and held it against myself again. As it massaged my clit for me, I relaxed and pushed myself further on to his cock.
Finally, he was all the way inside me. The vibe on my clit was working its magic and I wanted to cum again. I started pulling myself off his cock and pushing back again, rocking myself against him. The closer I got to my second peak the more I rocked.
When he took over the thrusting, I was in heaven. It was much better to have him inside me than the toy cock that I had used before. The pain was there but it felt great. I felt so full of him and regretted that we had waited so long to share that connection.
He picked up speed and I knew that this time he would cum so I focused solely on the orgasm that was about to wash over me again. I let him do what he needed to do at the speed he needed to do it. I enjoyed the feast of new things I was feeling.
Just when I thought it couldn’t feel any better to have him there, I felt his cum shoot into my ass just a second before my own orgasm hit me. I could feel my ass gripping and releasing his cock and I wasn’t sure how much longer I’d be able to handle it. The contractions around his cock were even more intense.
After it was over with, and Dave had pulled himself out of me, I could barely move. I was trembling from the force of my orgasms. I finally managed to move a little bit to lie down and could feel the wetness between my ass cheeks from the lube and our orgasms. He was also lying on the bed just panting, trying to get the strength needed to move and I found that rather funny.
Later, after we were both able to breathe and all cleaned up from our adventures, we discussed if it was good or not. I tried to explain to him about the pleasure/pain of it and I’m still not sure that he understood what I meant. He thanked me for letting him go there and I promised that he could go there again one day soon. What can I say? I’m hooked and it all began with a story.