My Anal Punishment Fantasy

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Author’s Note: These short fantasies started off as weekly mini-stories for my readers, but the newsletter was shut down because autoresponders do not accept adult content. I thus decided to publish these fantasies for free for my readers to enjoy. It is meant to entertain, so please do not leave hateful comments if everything is not perfect. I am only human after all.

Have you ever had one of those fantasies? You know, the ones that feel so real you begin to wonder if you are actually imagining them? Well, I do… because I have them all the time! Sometimes, they turn into a story, but mostly they remain trapped inside my brain. That is, until now…

I have always been kind of anal. Not exactly a neat freak, but I like when things are clean and ordered (I guess I am a true Canadian, lol). It is because of this need to have things done in a timely fashion that I absolutely HATE my roommate. Well, not both; just the one that is a total bitch! Not only does she almost never do her chores (even though I constantly remind her), but she always pays the rent and utilities late. It would not be such a big deal if not for the fact that all the bills are in my name. This means that each time she “forgets” to pay her third of the apartment’s living cost, I am forced to pay it out of my own pocket until she “remembers” to pay me. By now, I assume you understand why I hate my roommate so much. If not, then maybe you are like her and, if that is the case, please stop reading now.

All right, if you are still reading, it means you are not a total bitch. Congratulations! But enough bitch talk, back to the story. Realizing my roommate was once again late paying her part of the electricity bill, I headed over to her room. As luck would have it, it was the most expensive bill of the year (we are in the middle of winter and I live in Canada, remember?). So I knocked on her door. After a few seconds, the door swung open to reveal my roommate. She was not exactly a supermodel, but there was some definite beauty in that slender body of hers. If not for the deep hatred I felt for her, I might actually have found her attractive.

“You owe me $127 for the electricity bill,” I said in an emotionless voice. She did not seem surprised by the high amount, but that is probably just because she was about to tell her usual lie. Sure enough, those were the next words that left her lips.

“I’ll pay you as soon as I get my paycheck,” she said. I struggled to keep from rolling my eyes.

“Okay,” was all I said as I turned my back to her and headed back to my room. But halfway there, I stopped, realizing I needed to teach her a lesson once and for all. Suddenly, I remembered the strapon I keep in my room and, less than a second, the fantasy started.

Taking full advantage of the fantasy that had taken hold of me, I rushed over to my room. Less than a minute later, I was fully naked and strapping the large, bright-pink strapon to my body. Mere seconds after that, I was striding across the dining room with sheer determination. Soon reaching my roommate’s güvenilir canlı bahis siteleri bedroom door, I did not bother knocking before throwing the door open. As usual, her room was a total mess, but at least I had managed to train her to keep her messy personality contained within her room. She was sitting on her unmade bed, watching a movie.

“What the…” she began as she paused the movie and glanced at me with a confused expression. After all, I had just barged into her room wearing nothing but a large lesbian sex toy.

“Shut up!” I ordered, cutting her off. “I’m tired of your shit. Why can’t you just get your life together instead of being a totally irresponsible bitch?”

I waited a second for her to reply. However, her response was not the one I had expected.

“What are you doing here?” she asked. “And why are you naked?”

I sighed. It was so typical of her to avoid anything to do with responsibility.

“I said shut up!” I repeated in a more forceful voice.

This time, she listened. Realizing I had her full attention, I decided to proceed with my plan.

“I’ve decided it’s time for you to pay for your complete lack of respect,” I announced.

She did not respond.

“Don’t just sit there. Come here and suck my dick!” I ordered, but she once again remained silent. Annoyed, I reached out. Grabbing her, I pulled her toward me, forcing her head toward my “cock”.

“Wait!” she said. Or at least that is what she would have said if not for the fact that I shoved my strapon past her lips before she could even finish the first syllable.

“Mmmmm!” she went as I jerked forward, forcing the toy all the way into her mouth. I felt it suddenly stop as it hit the back of her mouth. But I pushed on until I felt it slide in deeper, letting me know it was making its way down her throat.

“MMM!!” she moaned as her eyes widened in shock (and possibly a little pain). But the anger that had been building up within me ever since she had moved in made it impossible for me to feel any regret. In fact, I started jerking back and forth, forcing the quite massive strapon to glide in and out of her throat. This went on for a few seconds before she started to struggle. Unfortunately, I was not about to let her go. Grabbing her head, I continued forcing my “dick” in and out of her throat as I smiled down at her.

“You’re not getting away that easy,” I said between two grunts as I forced her to deep throat my strapon with increasing speed. This went on for almost a minute before she managed to break free.

“What… the… fuck!” she managed to say between coughs and gasps. From the looks of it, she was not used to deep-throating. In fact, I began to wonder if she had even sucked a cock before. I knew for a fact she was straight, so I found it a little hard to believe she had never actually gone down on a guy. But that really had no significance at that particular moment.

“You’re wondering what I’m doing, right?” I asked. She nodded as a few final waves of cough flowed past her güvenilir illegal bahis siteleri lips. I smiled, then answered. “Maybe this will help.” And with that, I crouched down until my head was level with hers, then reached out and pulled her in for a long, passionate kiss.

“Mmm?!” she moaned in surprise as I thrust my tongue past her lips and avidly started exploring her oral cavity. The inside of her mouth tasted of mint and chocolate. The unexpected taste only served to turn me on even more.

“Mmmmm!” I started moaning as I passionately explored every inch of her oral cavity. At first, she did not respond, but after a while, I felt her tongue twitch. Moments later, it came to life and she started reciprocating my eager tongue strokes. I was stunned by this unexpected reaction, but took full advantage of it.

We made out for a few minutes before I finally broke the kiss, eager to escalate things further. She opened her mouth to protest, which told me she was actually starting to enjoy this. But my plan was to punish her for being such a bitch and I could not afford to have her actually enjoy it. Plus, I was fucking horny and desperate for more.

“Why’d you stop?” she asked, perplexed.

I smiled.

“Shut up and bend over the side of the bed!” I ordered.

“Wh… what?” she stuttered.

“You heard me,” I said as I grabbed her and flipped her over, bending her over the edge of the bed. Not giving her a chance to understand what was happening, I grabbed her pants and yanked them off. My roommate now bottomless, I was free to proceed with my plan. And the next part came in the form of me grabbing her waist and jerking my hips forward.

“FUCK!” she yelled as she felt every last inch of my large strapon slide past her labia. As usual, I instantly started jerking back and forth, fucking the shit out of her with my large “schlong”.

A few surprised exclamations flew past her lips, soon followed by equally pathetic pleas for me to stop. But I was finally punishing her for being such a bitch and I was not about to stop. Plus, it was only a matter of time before she started enjoying her punishment. Sure enough, I soon heard a blissful moan flow past her lips.

“Don’t stop!” she soon begged. Unfortunately for her, that was exactly what I did.

“Why did you stop?” she asked, but I did not reply. But that was just because I was too busy proceeding to the next part of my plan.

“You want it?” I asked.

She nodded.

“Well, here it is,” I announced as I jerked forward, forcing the entirety of my shaft into her… asshole!

“FUUCCCKKKK!!” she shrieked at the top of her lungs as my sex toy shot all the way up her tight ass. Per usual, I immediately started pounding away at her tight rectum with all my might, forcing powerful shrieks of pain out of her. Oddly, hearing her distressed cries only served to turn me on even further.

“Take it, bitch! Take it all!” I moaned between two thrusts as I pounded the shit out of her. Unfortunately, it took less than a güvenilir bahis şirketleri minute before her cries of pain turned to moans of bliss.

“Don’t stop! Please don’t stop!” she begged and this time, I listened. That is, until she moaned that she was about to cum.

“I’m gonna cum!” she moaned. The second I heard this, I pulled out, cutting her off right before she climaxed.

“Why…” she started, but I instantly cut her off.

“What? You didn’t actually think I’d make you cum, did you?” I asked. She seemed confused, but I soon reminded her she was being punished, not rewarded.

“Please. Please make me cum,” she pleased.

I took a second to consider it.

“Fine, but you need to make me cum first.”

“But…” she started. Unfortunately, I once more cut her off.

“Do you want to waste time arguing or are you going to make me cum?” I asked.

She sighed.

“Fine,” she agreed. And that was all it took. Mere second later, the strapon lay next to me on the bed as I watched her head bob up and down between my legs as she licked my pussy. I was so turned on by the recent events that I climaxed in mere seconds.

“OH GOD!” I yelled as wave after wave of hot orgasmilk flowed out of me. This continued for a while before my orgasm finally died down. My roommate barely had time to pull away that I was already on my feet. Grabbing the strapon, I headed for the door.

“Wait!” she called after me.

“What?” I asked innocently as I turned back around to face her.

“You… you promised to make me cum if I helped you climax.”

“Oh yeah, that,” I said, as if remembering. But it was obvious that was untrue when I added, “I lied.”

“…” was her response. I could not help but smile proudly as I saw her confused expression.

“Not so fun when you’re the one being lied to, is it?” I asked and, with not another word spoken, I stepped out of her room and closed the door behind me.


The sound of a door slamming snapped me back to reality. Glancing around, I realized I was standing in the dining room. I was still fully clothed and my strapon was nowhere to be seen.

“Are you all right?” asked a voice. I turned to find my other roommate (the nice one) heading into the kitchen. She was the one who had accidentally slammed her bedroom door.

“Y… yeah!” I stuttered as I strode off. I did not feel like discussing my true feelings. Plus, I had just noticed an urgent need to pee. Heading to the bathroom, I found another surprise waiting for me. The bathroom floor was covered in water.

“Goddammit!” I swore, remembering this was something else I hated about my roommate. Each time she took a shower, she left the bathroom floor soaked, forcing whoever went next to get their feet wet.

“Fuckin’ bitch!” I muttered as I glanced around the room. My eyes came across her towel and I instantly knew I had found the solution. Grabbing the towel, I mopped the filthy floor. I guess it is kind of ironic that when she next took a shower, she would dry herself with a bathroom filth-covered towel. You may wonder why this is ironic and the simple answer is: her chore (the one she never does) is to clean the bathroom! My roommate was still a bitch, but at least I had gotten a little payback and a great fantasy. Maybe she is not so bad after all… Never mind, she is. Bitch!

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