Archive for Anal Sex

The Teacher

Posted in Fact with tags on November 9, 2012 by Ethan

Sherry was a kindergarten teacher who had one thing on her mind – tying the knot. I had tying knots on my mind, as well, but it consisted of ropes and other types of bindings. Sherry was willing to take part in some light bondage, but she would not go for anything too hardcore. She was the type of woman who had to look perfect when she left the house. Hair. Makeup. Clothes. I never knew her to go out without wearing a skirt and high heels. She even wore high heels to work. In short, Sherry was very proper.

I was determined to fuck the proper out of her.

In private, Sherry loosened up a bit, and I was going to push that part of her personality as far as I could. One afternoon, we were lying on the floor and watching television. It wasn’t long before we were making out and clumsily undressing each other. Sherry liked having sex and watching her cum was my favorite part of our relationship. She closed her eyes tightly and gave out a low moan through barely parted lips. It was a beautiful sight. However, I wasn’t going to see her face this time.

When we were completely nude, I laid Sherry on her back and spread her legs as far as they would go. Without using my hands, I guided the head of my cock to the lips of her pussy and slowly pushed it in. She got wet easily, and the lubrication allowed me to slide in without a problem.

I fucked her slowly for a while before telling her to turn over. When Sherry was on her hands and knees, I slid into her pussy from behind. I could tell by her movements and breathing that she was going to cum. I wasn’t wrong. Sherry made the low groaning sound that I liked, and I felt her pussy get wetter.

I kept pumping but pulled my cock out for my true destination. I placed the head of my cock on her asshole and slowly pushed myself in. I had not been in Sherry’s ass, and she tightened up with protest. But, I wasn’t giving up. When my head penetrated her ass, Sherry loosened up and took it all. Before realizing it, I was pumping Sherry’s ass as her moans became deeper and more animalistic.

I reached around, fingered her clit and Sherry came again. Almost immediately, I came in her ass.

When we collapsed on the floor, Sherry announced that I was never going to do that again.

“Why not? We both liked it.”

“I don’t know about that, but we aren’t doing it again. I’m not that kind of girl.”

“Well, I don’t understand why you wouldn’t do something you like. It’s not like anyone else is here.”

We went on for a few minutes, but there was no point in arguing. We cleaned up, got dressed and went out to dinner. When we returned home, both of us were ready for bed, and I was going to prove that she couldn’t tell me what to do.

Once we settled in, I caressed Sherry and placed kisses lightly over her body. I was aroused. She was aroused. In a few minutes, we were having sex again. It was going as it usually did. Sherry liked being on top, so she rode my cock for a while. This was my favorite position because I could look at her face as she came. And, she came. And came. And came. I really don’t think I had much to do with it. Sherry was using my cock as a toy and making herself cum.

That’s when I flipped us over and got on top. Immediately, I turned Sherry onto her stomach and entered her pussy from behind. This was not doggy style. She was flat on the bed, and I had my hand on the back of her head. I was driving Sherry into the mattress as I pounded her pussy. When I knew that my cock was well lubricated, I pulled out and rammed into her ass before she could protest.

With my hand still on the back of her head, I pumped my cock in and out of Sherry’s ass. I lowered myself and placed my mouth by her ear. With a steady ass-fucking rhythm, I began to whisper.

“I will fuck your ass whenever I want.”

“I will fuck your ass as many times a day as I want.”

She was moaning and not saying anything.

“Do you want me to fuck your ass?”


“Do you like having your ass fucked?”


I reached under Sherry and began rubbing her pussy.

“Are you going to cum with me in your ass?”

“God, yes.”

Then, cum.

Sherry came again.

“Do you know that you are an ass whore?”


“Do you know that you are not a proper lady?”


“Do you know who your ass belongs to?”

“It belongs to you.”

That’s when I came deep in Sherry’s ass. From that point on, Sherry wanted to be ass-fucked all the time. I often wonder if she is as free with her ass now as she was then. For her husband’s sake, I hope so.


The Tenant

Posted in Fact with tags , , , , on October 20, 2012 by Ethan

Lauren and I had fucked a few times, but there was a difference between her and other women I knew. She rented an apartment from me. I had always been told not to mix business with pleasure, but there was something about Lauren that made me break that rule. Whenever I needed to have sex, I could call her, and she was willing.

There was also something else about Lauren. She turned me on like nobody else. I would get hard just thinking about her and being alone with her always sent my sexual appetite shoot to the moon. Maybe, it was because she would do almost anything. She is the only woman I have known who could take all of my cock into her throat. She liked when I stood her in front of the mirror and fucked her in the ass. There are a lot of stories that will make a lot of great posts.

This post is about the time Lauren called and said that she couldn’t pay that month’s rent. She wondered if I would forget about the rent in exchange for sex. I wondered if she knew that she was prostituting herself – selling her body to keep a roof over her head. I agreed to give up the rent, but I was going to get my money’s worth.

There was an empty apartment across the street from Lauren’s, and I instructed her to meet me there the next night. When she saw my car there, she was to walk over. It was dark by the time I arrived. The electricity was off, so the only light was coming in through the blinds. It was only a few minutes later when Lauren arrived at the empty apartment. There would be no pleasantries. This was business.

“Take off your clothes.”

Quickly, Lauren did as I instructed. She liked to get fucked as much as I liked to fuck her. As she stood in front of me naked, I gathered her clothes.

“Get on the floor.”

Lauren laid on the floor as I took her clothes and put them in my car. She was completely nude in an empty house with no electricity. This was going to be nothing but primal fucking. No bed. No sexy underwear. No extras. Just two people in the animalistic state I could make possible.

I took my clothes off in the kitchen, and my cock stiffened with just the idea of what I was about to do. I walked in and knelt between her spread legs. My hard cock hovering over her wet pussy.

“You want to give me your body in place of rent? Then, I’m going to take it all. I’m going to fuck all of you. Your pussy. Your mouth. Your ass.”

Lauren didn’t say anything, but I could tell that she wanted it to start immediately. I hooked my arms under her knees and pulled her across the carpet to me. Her pussy was so wet that I didn’t have to use my hands to guide my cock. I just positioned myself and slid in. In and out. In and out.

“God, you are wet. You like being a whore don’t you?”

Lauren moaned “yes”, and I knew she was telling the truth. The more I called her a whore, the closer she was to cumming. That’s when I pulled out.

“Oh no, this isn’t for your pleasure. This is for me to do what I want, and I want in your ass.”

I placed the head of my cock at her ass and used her cum as lube. Lauren whimpered as I pushed and her asshole spread open to let me in. The rest was easy as I slid all of my cock inside of her. I began pumping her ass harder than I ever pumped her pussy. It took everything I could to not cum as Lauren moaned with pleasure. She refused to admit it, but she liked me in her ass.

Lauren tried to rub her clit, but I pulled her hand away. I was deep in her ass when I stop thrusting.

“You must have forgotten. You aren’t supposed to cum. You are doing this for money. I’m the one doing this for pleasure.”

That’s when I decided to start the next part of my plan. I pulled out of her ass and heard the slight sound of suction as it happened. It was like her ass was trying to pull me back in. Then, I positioned myself over her torso.

“Your pussy and ass are not worth the money I am going to lose.”

I moved myself over her face.

“I’m going to fuck your mouth.”

Lauren gave an almost silent gasp and could barely say what she was thinking.

“But, it’s been in my ass.”

“I know.”

“I’ll get sick.”

As my cock hovered over Lauren’s mouth, I explained the situation to her.

“Your clothes are in my car. If you don’t suck my cock I am going to get up and put my clothes on. Then, I am going to get in my car and take your clothes across the street. You can pick them up on your front porch when you walk home.”

“But, I’ll be walking home naked.”

“It’s your choice.”

After hesitating a few seconds, Lauren placed her hand on my cock and barely licked the head. Without my urging, she took it into her mouth and began to suck it. But, she didn’t just suck it. She took it all the way into her throat. She licked it. She savored it. For all of the protesting, I she got off on the idea of doing something that forbidden. She was not only sucking my cock. Lauren was sucking her shit off of my cock, and she liked it.

Once my cock was cleaned, I pulled it out of her mouth and rammed it into her pussy. It wasn’t long before I was going to cum. I pulled out of Lauren’s pussy and came all over her chest. She didn’t get to cum because she wasn’t meant to, but I decided to give her a small reward. I licked some of my cum off of her chest. With it on my tongue, I kissed her and allowed her to take the sum into her mouth and swallow it.

It was the best rent I ever received.