Claudia Barters Her Ass!
by Anal King 

The following account was submitted to me by a Mr. Dario Caprino, a businessman from Rome, Italy. The details of his story were e-mailed to me. I decided to make this into a "flash" story so don't expect a long tale.

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In Rome, men are surrounded by beautiful women. When a man walks down any street, he can easily find twenty or more gorgeous women for every ugly one he may run into. That’s not to say men in Italy won’t try to fuck the ugly ones, too. We do, but with so many pretty girls to choose from, naturally, we don’t bother with the not-so-pretty girls, unless we’re really drunk.

As a man who grew up in Rome, you get used to being around so many hot women. It doesn’t faze you anymore, which explains why most men prefer a challenge when it comes to picking up the ladies. And I’m not so different in that regard. Unlike a lot of men who seek just a regular challenge, I, on the other hand, wanted the challenge of all challenges: fucking my married sister’s ass!

Wouldn’t you, the reader, consider that a challenge not even worth pursuing because of its impossibility? First, Claudia is married. So that makes her unavailable not only to me but to other men as well. Second, she’s my sister. That alone would guarantee my failure. And to top it all off, Claudia is aware of my carnal hunger for her sexy, round ass. So, is that a challenge or what, I ask you?

Claudia’s been aware of my craving ever since we were teenagers. I openly ogled her ass whenever she walked around in her skin-tight jeans or when she was wearing her panties. She is a woman who loves to accentuate her feminine curves, knowing how it affects me and other men. Sometimes, Claudia would clap her hands and smirk when she saw the bulge forming in my pants. Then she’d teasingly say things like, “I know what you want, DAH-ree-oh, but you can’t have it.” Then she’d walk away giggling like a little-school girl.

Claudia never seemed upset or disgusted knowing I desired her ass. I imagine most sisters would’ve cringed at having any sexual contact with their brothers. But not my Claudia, no . . . she got some kind of charge from it. She knew she had me wrapped around her finger.

When we both got older and went out in the world to pursue our chosen careers, Claudia and I still got together for family functions. And at those get-togethers, she’d mercilessly tease me by pretending to drop something and then bend over to retrieve it. When she caught my stare, she’d come over to stand by my side and whisper, “Keep dreaming, DAH-ree-oh.” She made a move to walk away but not before I clutched her by the arm and replied, “One day my sweet sister, your round ass will belong to me.” I let her go and she walked away swaying her hips like a model, knowing full well I’d be checking her out.

Well, they do say dreams come true. Not all the time, but some of the times. And mine did.

During the next year, Claudia had gotten married to a nice man. Marcello, Claudia’s husband, was a bank manager and though his salary was considered decent, they still found it hard to save for the nice things in life since the rent was so damn high in Rome. Claudia worked as well, but it wasn’t enough to even put them in the status of upper middle-class, in terms of European standards.

Because of their financial difficulties, which I wasn’t aware of at the time, Claudia felt she had no other choice but to come pay me a visit and ask for a favor. I think you can pretty much guess what that favor was. “Money!” And a large sum of it, too.

It appears Claudia wanted breast implants. In fact, she’s wanted them for quite some time. I knew about her desire to have larger breast. She talked about it a lot when we were growing up. She felt no man would want to seriously date a woman who didn’t have huge boobs. That’s when I would remind Claudia of her luscious, mouth-watering ass. She’d laugh it off and say I was in the minority when it came to her ass. I can’t imagine why. It’s not big and fat in any way; it’s smooth and curvy and just the right size for me.

So when she stopped by my office and explained her problem, I was sympathetic knowing what this meant to her. When Claudia told me the amount she needed to borrow, I was utterly shocked, never knowing that implants could cost so much. It’s not that I didn’t have the money, but I couldn’t imagine two salt-water bags costing so much. When Claudia saw my reluctance, she frowned for a bit, like what she was about to say was very difficult for her. Then, she leaned over and whispered, “I’ll give you what you want. Only one time and that’s it.”

At first, I didn’t understand what she was talking about, but then it hit me. I looked into Claudia’s eyes to see if she was just toying with me. When she smirked and nodded her head, I knew that she was offering me the gift of the gods, at least it felt that way to me.

I sat there panting thinking about how I was finally going to fuck and taste the ass she’s been teasing me with for so many years. I had to loosen my tie and wipe the sweat off my brow. That’s the affect her ass had on me. Claudia smirked knowing she had me wrapped around her finger.  Without even thinking about it, I reached into my desk drawer and pulled out my checkbook. I scribbled the amount required and signed my name.

Before I handed her the check, though, I made one condition and it was nonnegotiable. I said, “I’m not going to wear a condom. But don’t worry, I’m clean. If this is truly only a one-shot deal, then I want to feel every millimeter of your ass as I slide in.” Claudia didn’t even flinch when she said, “no problem, DAH-ree-oh. But, this is a trade, so don’t expect me to pay you back.” I nodded in agreement and she was out the door with my check. I could see a small smile on her face when she closed the door behind her.

One week later, my sister and I met at a hotel room in the Campo De’ Fiori area of Rome. I got to the room first and showered. When I got out of the bathroom, I found Claudia on her elbows and knees waiting with her round ass high in the air. 

I dropped my towel and got on the bed. The view of her upturned ass was out of this world. Michelangelo himself couldn't have created a finer derrière. Overcome with lust, I positioned myself above and behind my sister so I could obtain the maximum penetration. I placed my left hand on the top of her butt-cheek to support myself and used my right to line my aching dickhead with her pink anus. I squatted and pushed in, not caring if hurt or not. This was my time and I paid dearly for it. 

She gasped and I groaned when the tapered head of my dick pierced her shit ring. Oh my God! What a feeling. It felt even better than the time I lost my virginity. I pushed with a little more force so I could slip passed her inner sphincter. That part wasn't so easy, but I managed. After a few more starts and stops, I let out a long, satisfying sigh when I finally reached the base of my throbbing shaft.

With my cock twitching against the walls of her anal canal, I began with a few tentative thrusts. I looked under me and watched how my vein-y prick pulled her asshole out and pushed it back in. The sight made me even hornier that I was before. At this point, I pumped my hips with the speed of a teenager because I just wanted to cum as soon as possible. My thrusts became jerky as my balls began to tighten. I closed my eyes and cried out in ecstacy as my dick released large amounts of thick, creamy cum deep into Claudia’s bowels. I could feel my body shaking as I hung on while wave after orgasmic wave crashed throughout my body. Once I got my breath back and my cock softened, I pulled out and fell on my back gasping for air.

After that, Claudia and I hung out and ordered room service. We talked and had some food and wine. Two hours later, when she put on her bra, I knew our time was over, but I begged her for another shot at her ass, saying it wasn’t fair since I came too soon. She took pity on me, as only a sister can do, and offered me her ass again. This time it was slower and more affectionate. I lasted a whole twenty minutes before I came over and over again. I sneakily managed to take a picture with the flash and sound off. A few minutes later, we kissed before going our separate ways.

Claudia got her DD’s and I got her ass. I think it was a fair trade.

The End